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Synthesis and photophysical properties of selenopheno[2,3-b]quinoxaline and selenopheno[2,3-b]pyrazine heteroacenes

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00718H, Paper
Amol Sonawane, Atsushi Shimozuma, Taro Udagawa, Masayuki Ninomiya, Mamoru Koketsu
In this paper, we report the novel synthesis of three different heterocycles namely 2-arylselenopheno[2,3-b]quinoxaline, 3-(aryl/alkylselanyl)-2-arylselenopheno[2,3-b]quinoxaline and 6-phenyl-7-(arylselanyl)selenopheno[2,3-b]pyrazine derivatives from the corresponding 2,3-dichloroquinoxaline and 2,3-dichloropyrazine derivatives. Further, photophysical properties were investigated...
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Insights into the secondary structures of lactam N-substituted stapled peptides

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00767F, Communication
Aldrin Vasco Vidal, Celia Gonzalez, Stefan Gröger, W Brandt, Jochen Balbach, Carlos Perez, Ludger A. Wessjohann, Daniel G. Rivera
Stapled peptides derived from the Ugi macrocyclization comprise a special class of cyclopeptides with an N-substituted lactam bridge cross-linking two amino acid side chains. Herein we report a comprehensive analysis...
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Protein labeling approach to improve lysosomal targeting and efficacy of antibody–drug conjugates

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Org. Biomol. Chem., 2020, 18,3229-3233
DOI: 10.1039/D0OB00265H, Communication
Ying Han, Yifan Da, Mingjia Yu, Yaping Cheng, Xin Wang, Jiale Xiong, Guoying Guo, Yan Li, Xianxing Jiang, Xiaoqing Cai
An anti-EGFR nanobody was labeled at the C-terminus with a lysosome-sorting NPGY (Asn-Pro-Gly-Tyr) motif via sortase-mediated ligation to enhance the clathrin-mediated endocytosis.
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Targeting STAT3 anti-apoptosis pathways with organic and hybrid organic–inorganic inhibitors

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Org. Biomol. Chem., 2020, 18,3288-3296
DOI: 10.1039/C9OB02682G, Paper
Matthew B. Minus, Haopei Wang, Jaime O. Munoz, Alexandra M. Stevens, Alicia E. Mangubat-Medina, Michael J. Krueger, Wei Liu, Moses M. Kasembeli, Julian C. Cooper, Mikhail I. Kolosov, David J. Tweardy, Michele S. Redell, Zachary T. Ball
Recurrence and drug resistance are major challenges in the treatment of acute myeloid leukemia (AML) that spur efforts to identify new clinical targets and active agents.
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Recent advances in β-L-rhamnosylation

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Org. Biomol. Chem., 2020, 18,3216-3228
DOI: 10.1039/D0OB00297F, Review Article
Diksha Rai, Suvarn S. Kulkarni
This review describes various methodologies for the stereoselective 1,2-cis glycosylation of L-rhamnose leading to β-L-rhamnosides and their applications in oligosaccharide synthesis.
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Synthesis, structures and photophysical properties of hexacoordinated organosilicon compounds with 2-(2-pyridyl)phenyl groups

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Org. Biomol. Chem., 2020, 18,3239-3242
DOI: 10.1039/D0OB00484G, Communication
Shohei Furuta, Toshiaki Mori, Yusuke Yoshigoe, Kohei Sekine, Yoichiro Kuninobu
We synthesised novel air-, water-, heat-, acid-, and base-stable hexacoordinated organosilicon compounds, which contain two C,N-bidentate ligands and form two silafluorene equivalent moieties, with Lewis acid–base interactions.
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Synthetic pathways to tetrahydrocannabinol (THC): an overview

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Org. Biomol. Chem., 2020, 18,3203-3215
DOI: 10.1039/D0OB00464B, Review Article
Open Access
Victor R. L. J. Bloemendal, Jan C. M. van Hest, Floris P. J. T. Rutjes
This review summarises various synthetic pathways leading to tetrahydrocannabinol and structurally related cannabinoids.
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Three-component synthesis of 1,4-benzothiazines via iodide-catalyzed aerobic C–H sulfuration with elemental sulfur

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Org. Biomol. Chem., 2020, 18,3234-3238
DOI: 10.1039/D0OB00074D, Communication
Jingjing Jiang, Xiaolong Tuo, Zhuquan Fu, Huawen Huang, Guo-Jun Deng
Five to Six: Beyond the well-established thiazole formation from elemental sulfur, this method provides the first access to the corresponding six-membered N,S-heterocyclic products via direct functionalization of multiple C–H bonds.
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Phenylboronic acid-catalyzed tandem construction of S–S and C–S bonds: a new method for the synthesis of benzyl disulfanylsulfone derivatives from S-benzyl thiosulfonates

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Org. Biomol. Chem., 2020, 18,3243-3248
DOI: 10.1039/D0OB00442A, Communication
Raju Jannapu Reddy, Md. Waheed, Gamidi Rama Krishna
A novel and unique phenylboronic acid-catalyzed tandem construction of S–S and C–S bonds via dimerization–sulfonylation has been disclosed for the synthesis of benzyl disulfanylsulfone derivatives.
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The quasi-irreversible inactivation of cytochrome P450 enzymes by paroxetine: a computational approach

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Org. Biomol. Chem., 2020, 18,3334-3345
DOI: 10.1039/D0OB00529K, Paper
Emadeldin M. Kamel, Al Mokhtar Lamsabhi
The potency of paroxetine as a P450 inhibitor is mainly attributed to the availability of two active sites on its structure, its compatibility with P450's active site and the ease of its tight coordination to heme iron.
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Direct recognition and sensitive detection of circular RNA with ligation-based PCR

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Org. Biomol. Chem., 2020, 18,3269-3273
DOI: 10.1039/D0OB00625D, Communication
Pengbo Zhang, Na Guo, Kejian Gao, Fengxia Su, Fangfang Wang, Zhengping Li
A sensitive and specific method for circRNA detection is developed through the direct ligation of two ingeniously designed DNA probes.
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Visible light induced 3-position-selective addition of arylpropiolic acids with ethers via C(sp3)–H functionalization

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Org. Biomol. Chem., 2020, 18,3258-3262
DOI: 10.1039/D0OB00480D, Communication
Zi-juan Wan, Xiao-feng Yuan, Jun Luo
Although the 2-position-selective decarboxylative coupling or addition of arylpropiolic acids with cyclic ethers has been intensively investigated, selective functionalization of arylpropiolic acids at the 3-position is still a big challenge.
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Synthesis of methylene cyclopropane-fused chromenes and dihydroquinolines by sequential [4 + 2]- and [1 + 2]-annulation

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Org. Biomol. Chem., 2020, 18,3303-3311
DOI: 10.1039/D0OB00389A, Paper
Tianyu Lu, Xuange Zhang, Zhiwei Miao
A base promoted sequential [4 + 2]- and [1 + 2]-annulation of 2-hydroxychalcones or 2-tosylaminochalcones with prop-2-ynylsulfonium salts was developed.
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A domino annulation approach to 3,4-diacylpyrrolo[1,2-a]pyrazines: decoration of pyrazine units

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Org. Biomol. Chem., 2020, 18,3324-3333
DOI: 10.1039/D0OB00444H, Paper
Anuradha Dagar, Yohan Seo, Wan Namkung, Ikyon Kim
A new one-pot, sequential three-component access to 3,4-diacylpyrrolo[1,2-a]pyrazine was achieved from the reaction of an α-haloketone, azide, and N-substituted pyrrole-2-carboxaldehyde under mild reaction conditions.
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Modular continuous flow synthesis of orthogonally protected 6-deoxy glucose glycals

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Org. Biomol. Chem., 2020, 18,3254-3257
DOI: 10.1039/D0OB00522C, Communication
Subbarao Yalamanchili, Tu-Anh V. Nguyen, Nicola L. B. Pohl, Clay S. Bennett
The use of a continuous flow platform for the rapid and highly efficient construction of differentially protected glycals from commercial sources is described.
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A visible-light-induced “on–off” one-pot synthesis of 3-arylacetylene coumarins with AIE properties

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Org. Biomol. Chem., 2020, 18,3346-3353
DOI: 10.1039/D0OB00479K, Paper
Xinjie Wu, Ming Jia, Mengmeng Huang, Jung Keun Kim, Zheng Zhao, Junkai Liu, Jinhu Xi, Yabo Li, Yangjie Wu
A mild one-pot approach to 3-arylacetylene coumarins with potential AIE activities was developed via photosensitizer-free photocatalysis and thermocatalysis.
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Base-promoted 1,6-conjugate addition of alkylazaarenes to para-quinone methides

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Org. Biomol. Chem., 2020, 18,3354-3359
DOI: 10.1039/D0OB00419G, Paper
Amritha Rayaroth, Rajat Kumar Singh, Kalyanakrishnan A. V., Krishna Hari, Alagiri Kaliyamoorthy
1,1,2-Triarylethanes embedded with an azaarene unit were prepared in a single step at ambient temperature via the sodium hexamethyldisilazide mediated 1,6-conjugate addition of unactivated alkylazaarenes on para-quinone methides (p-QMs).
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Modular synthesis of oligoacetylacetones via site-selective silylation of acetylacetone derivatives

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Org. Biomol. Chem., 2020, 18,3297-3302
DOI: 10.1039/D0OB00501K, Paper
Parantap Sarkar, Yuya Inaba, Hayato Shirakura, Tomoki Yoneda, Yasuhide Inokuma
Aliphatic oligoketones with tailored carbonyl and substituent sequences were modularly synthesized utilizing site-selective formation of enol silyl ethers. Their unique conformational preferences in solid-state were revealed by X-ray crystallography.
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Synthesis of phenanthridines by I2-mediated sp3 C–H amination

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Org. Biomol. Chem., 2020, 18,3312-3323
DOI: 10.1039/D0OB00433B, Paper
Benyao Fang, Jiao Hou, Jinyue Tian, Wenquan Yu, Junbiao Chang
An I2-mediated transition-metal-free sp3 C–H amination reaction is established for phenanthridine synthesis in an efficient and scalable manner.
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Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines

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Org. Biomol. Chem., 2020, 18,3263-3268
DOI: 10.1039/D0OB00491J, Communication
Hua Yao, Bo Xie, Xiaoyang Zhong, Shengzhou Jin, Sen Lin, Zhaohua Yan
A new synthetic method toward direct C–N bond formation through saturated C–H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed.
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A base-promoted tandem approach to bicyclic 8-membered ring ketones

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Org. Biomol. Chem., 2020, 18,3249-3253
DOI: 10.1039/D0OB00618A, Communication
Emerson E. F. dos Santos, Gabriela F. P. de Souza, Deborah A. Simoni, Airton G. Salles
A base-promoted tandem route toward unprecedented bicyclic furan/8-membered ring ketones is reported.
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Synthesis of α-CF3-substituted E-dehydroornithine derivatives via copper(I)-catalyzed hydroamination of allenes

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Org. Biomol. Chem., 2020, 18,3274-3280
DOI: 10.1039/D0OB00580K, Paper
Anna N. Philippova, Daria V. Vorobyeva, Florian Monnier, Sergey N. Osipov
Novel α-CF3-substituted E-dehydroornithine derivatives have been synthesized via the Cu(I)-catalyzed hydroamination of α-CF3-α-allenyl-α-aminocarboxylates/phosphonates with different amines.
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KI/TBHP-promoted [3 + 2] cycloaddition of pyrrolo[1,2-a]quinoxalines and N-arylsulfonylhydrazones

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Org. Biomol. Chem., 2020, 18,3360-3366
DOI: 10.1039/D0OB00494D, Paper
Zhen Yang, Jing He, Yueting Wei, Weiwei Li, Ping Liu
A series of diverse fused [1,2,4]triazolo[3,4-c]quinoxalines was obtained by an efficient KI/TBHP-promoted [3 + 2] cycloaddition of pyrrolo[1,2-a]quinoxalines and N-arylsulfonylhydrazones.
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Chemo- and regioselective click reactions through nickel-catalyzed azide–alkyne cycloaddition

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Org. Biomol. Chem., 2020, 18,3374-3381
DOI: 10.1039/D0OB00579G, Paper
Woo Gyum Kim, Seung-yeol Baek, Seo Yeong Jeong, Dongsik Nam, Ji Hwan Jeon, Wonyoung Choe, Mu-Hyun Baik, Sung You Hong
Nickel-catalyzed [3 + 2] cycloaddition reactions of unsymmetrical alkynes and organic azides afford substituted 1,2,3-triazoles with high levels of chemo- and regioselectivity.
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Chiral bifunctional sulfide-catalyzed asymmetric bromoaminocyclizations

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Org. Biomol. Chem., 2020, 18,3367-3373
DOI: 10.1039/D0OB00459F, Paper
Takumi Nakamura, Ken Okuno, Kazuma Kaneko, Masahiro Yamanaka, Seiji Shirakawa
A chiral bifunctional sulfide catalyst bearing a urea moiety promotes the enantioselective bromoaminocyclization of 2-allylanilines to produce optically active 2-substituted indolines.
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O-Cyclopropyl hydroxylamines: gram-scale synthesis and utility as precursors for N-heterocycles

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Org. Biomol. Chem., 2020, 18,3281-3287
DOI: 10.1039/D0OB00611D, Paper
Kaitlyn Lovato, Urmibhusan Bhakta, Yi Pin Ng, László Kürti
A novel and scalable synthesis of O-cyclopropyl hydroxylamines is reported. These compounds are bench-stable and have been shown to be practical precursors for the synthesis of N-heterocycles via a di-heteroatom [3,3]-sigmatropic rearrangement.
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Dipyrazolodioxadiazocines as shelf-stable “ready-to-use” precursors for an in situ generation of enolate-iminium 1,4-dipoles: a straightforward atom-economical approach to pyrazolo[5,1-d][1,3,5]dioxazines

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Org. Biomol. Chem., 2020, 18,3382-3391
DOI: 10.1039/D0OB00451K, Paper
Vladimir E. Zhulanov, Valeria A. Vigovskaya, Maksim V. Dmitriev, Pavel S. Silaichev, Andrey N. Maslivets, Michael Rubin
Generation of cyclic enolate-iminium 1,4-dipoles via thermolysis of dipyrazolodioxadiazocines in the presence of ketones allowed for efficient preparation of pyrazolo[5,1-d][1,3,5]dioxazines.
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Correction: Synthetic-biology-based discovery of a fungal macrolide from Macrophomina phaseolina

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Org. Biomol. Chem., 2020, 18,3392-3392
DOI: 10.1039/D0OB90051F, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Yohei Morishita, Terutaka Sonohara, Tohru Taniguchi, Kiyohiro Adachi, Makoto Fujita, Teigo Asai
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Controlling the liberation rate of the in situ release of a chemical fuel for the operationally autonomous motions of molecular machines

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00669F, Paper
Chiara Biagini, Giorgio Capocasa, Daniele Del Giudice, Valerio Cataldi, Luigi Mandolini, Stefano Di Stefano
Aminolysis of the anhydride of 2-cyano-2-phenylpropanoic acid can be employed to conveniently regulate the liberation rate of the related acid which, in turn, can be used as a fuel for acid–base operated molecular machines.
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Gold(III)-catalyzed azide-yne cyclization/O–H insertion cascade reaction for the expeditious construction of 3-alkoxy-4-quinolinone frameworks

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00745E, Paper
Jingjing Huang, Han Su, Ming Bao, Lihua Qiu, Yuanqing Zhang, Xinfang Xu
A gold-catalyzed cascade reaction has been developed, and it provides an expeditious access to 3-alkoxy-4-quinolines and applications in alkaloid synthesis.
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A Selectfluor-promoted oxidative reaction of disulfides and amines: access to sulfinamides

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00720J, Paper
Haibo Mei, Jiang Liu, Romana Pajkert, Gerd-Volker Röschenthaler, Jianlin Han
An unprecedented metal-free oxidative reaction of disulfides and amines with Selectfluor as a mild oxidant under aerobic conditions was developed.
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Late-stage synthesis and application of photoreactive probes derived from direct benzoylation of heteroaromatic C–H bonds

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00336K, Communication
Kevin D. Hesp, Jun Xiao, Graham M. West
A synthetically-driven, late-stage C–H benzoylation strategy for the expedited preparation and evaluation of heterocyclic alternatives to more classical benzophenone photoreactive probes is reported.
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Dienaminodioate based multicomponent reactions with post-benzylic oxidative transformations mediated by DDQ

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00721H, Paper
Jaice Ravindran, Velickakathu Yadhukrishnan, Reghuvaran Asha , Ravi Shankar Lankalapalli
Multicomponent reactions (MCRs) using dienaminodioate with post-benzylic oxidative transformation by DDQ that afforded a diverse array of products is described. An unprecedented rearrangement of 1,2-dihydropyridines (1,2-DHPs), 3CR products, to 2-pyridones...
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Spiroconyone A, a new phytosterol with a spiro [5,6] ring system from Conyza japonica

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00666A, Paper
Long-Gao Xiao, Yu Zhang, Hong-Li Zhang, Ding Li, Qiong Gu, Gui-Hua Tang, Qian Yu, Lin-Kun An
The first rearranged phytosterol (spiroconyone A) with an unusual spiro [5,6] ring system and two new TDP1 inhibitors 7 and 10 showing a strong synergistic effect with topotecan were isolated from Conyza japonica.
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Synthesis of gem-difluoroalkenes via nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00535E, Communication
Xiao-Yu Lu, Run-Chuang Jiang, Jia-Mei Li, Chuang-Chuang Liu, Qing-Qing Wang, Hai-Pin Zhou
A nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides has been developed.
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Arylation of Indoles Using Cyclohexanones Dually-Catalyzed by Niobic Acid and Palladium-on-Carbons

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00702A, Paper
Kazuho Ban, Yuta Yamamoto, Hironao Sajiki, Yoshinari Sawama
3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb2O5/C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb2O5/C...
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Hierarchical Self-Assembly of Azobenzene Dyad with Inverted Amide Connection into Toroidal and Tubular Nanostructures

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00833H, Communication
Shiki Yagai, Takuho Saito
Inversion of the connectivity of amide groups in foldable azobenzene dyads with chiral side chains, which can self-assemble into toroids and nanotubes, significantly increases the thermal stability of these aggregates....
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Correction: Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine

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Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB90052D, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Liang Wang, Yaoyao Wang, Jun Shen, Qun Chen, Ming-Yang He
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Highly modified steroids from Inonotus obliquus

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00474J, Paper
Chun-Xin Zou, Zilin Hou, Ming Bai, Rui Guo, Bin Lin, Xiaobo Wang, Xiaoxiao Huang, Shaojiang Song
Six undescribed steroids were isolated from the fungus Inonotus obliquus. Notably, compounds 1 and 2 represented the first example of 8, 14-seco-4-methylpregnane. By spectroscopic data analyses, quantum chemical calculations and...
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Efficient synthesis of a galectin inhibitor clinical candidate (TD139) using a Payne rearrangement/azidation reaction cascade

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Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00910E, Paper
Jacob St-Gelais, Vincent Denavit, Denis Giguère
Selective galectin inhibitors are valuable research tools and could also be used as drug candidates. In that context, TD139, a thiodigalactoside galectin-3 inhibitor, is currently being evaluated clinically for the...
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TN woman seeks Rs 1 cr compensation from AIDS society

By archive.indianexpress.com
Published On :: Tue, 04 Aug 2009 06:30:09 GMT

A housewife has moved the Madras High Court seeking Rs 1 crore as compensation and a public apology from the Tamil Nadu AIDS Control Society.


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Man arrested for molesting Finnish woman in Jaipur

By archive.indianexpress.com
Published On :: Tue, 04 Aug 2009 12:04:40 GMT

A person has been arrested in Jaipur for allegedly robbing and molesting a Finnish woman at a bar cum restaurant, police said.


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Fire arm, opening an eatery: get licence application forms online

By archive.indianexpress.com
Published On :: Tue, 04 Aug 2009 12:11:15 GMT

Now, getting a licence for a fire-arm or operating an eatery will be easy with Delhi Police on Tuesday launching a dedicated website for its Licencing Branch.


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70 per cent of teachers in Delhi schools are obese: survey

By archive.indianexpress.com
Published On :: Tue, 04 Aug 2009 12:27:25 GMT

Nearly 70 per cent of schoolteachers in the national capital are overweight and obese, a recent survey has claimed.


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Urban Ministry questions Delhi govt's move to set up SEZs

By archive.indianexpress.com
Published On :: Wed, 05 Aug 2009 13:34:45 GMT

The Centre has questioned the legality of SEZs in absence of any provision for the same in the Master Plan Delhi (MPD) 2021.


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Aspiring actor-cum-model arrested for killing IT professional

By archive.indianexpress.com
Published On :: Thu, 06 Aug 2009 14:26:17 GMT

A 20-year-old aspiring actor- cum-model was arrested in the national capital for allegedly murdering a young woman IT professional a week ago after she refused to heed to his demand for money.


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CISF needs 4,500 addl personnel to man new 'Metro' routes

By archive.indianexpress.com
Published On :: Fri, 07 Aug 2009 11:37:35 GMT

With the Delhi Metro expanding its wings beyond Delhi, the CISF will require additional 4,500 personnel to guard the new operations of the mass rapid transport system.


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Delhi: 2 schools closed after students test positive for H1N1 virus

By archive.indianexpress.com
Published On :: Sun, 09 Aug 2009 12:38:53 GMT

Two city schools have been closed for a week from Monday after a student each from the educational institution tested positive for swine flu.


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DMRC delays inauguration of Yamuna Bank-Noida line

By archive.indianexpress.com
Published On :: Mon, 10 Aug 2009 12:46:35 GMT

Delhi Metro has delayed the inauguration of the Yamuna Bank-Noida line by a month.


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Mumbaikars usher in Ganesh amidst flu scare

By archive.indianexpress.com
Published On :: Sun, 23 Aug 2009 12:40:04 GMT

Terror alerts and swine flu scare did not dampen the spirit of Mumbaikars as they welcomed the elephant headed-god.


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