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C-Glycosylation enabled by N-(glycosyloxy)acetamides

Org. Biomol. Chem., 2020, 18,3043-3046
DOI: 10.1039/D0OB00561D, Communication
Miao Liu, Bo-Han Li, Tian Li, Xia Wu, Meng Liu, De-Cai Xiong, Xin-Shan Ye
An effective C-glycosylation protocol using N-(glycosyloxy)acetamides as donors promoted by SnBr4 has been developed, delivering alkyl C-glycosides and aryl-β-C-glycosides in high yields.
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Non-biaryl atropisomerism at the C–B bond in sterically hindered aminoarylboranes

Org. Biomol. Chem., 2020, 18,3007-3011
DOI: 10.1039/D0OB00421A, Communication
Mélodie Birepinte, Frédéric Robert, Sandra Pinet, Laurent Chabaud, Mathieu Pucheault
Sterically hindered aminoarylboranes with atropisomerism about the C–B bond were prepared and resolved by chiral stationary phase HPLC.
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Enantioselective synthesis of chiral α-alkynylated thiazolidones by tandem S-addition/acetalization of alkynyl imines

Org. Biomol. Chem., 2020, 18,3117-3124
DOI: 10.1039/D0OB00365D, Paper
Mei-Xin Wang, Juan Liu, Zhen Liu, Yingcheng Wang, Qi-Qiong Yang, Wenyu Shan, Yu-Hua Deng, Zhihui Shao
A SPINOL-CPA catalyzed asymmetric [2 + 3]-annulation of in situ generated alkynyl imines and 1,4-dithiane-2,5-diol has been developed to afford enantiopure α-alkynylated thiazolidones.
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Experimental results and computational insight into sequential reactions of β-(2-aminophenyl)-α,β-ynones with aryl isocyanates/benzoyl isothiocyanate

Org. Biomol. Chem., 2020, 18,3177-3189
DOI: 10.1039/D0OB00087F, Paper
Antonio Arcadi, Massimiliano Aschi, Marco Chiarini, Fabio Marinelli, Vincenzo Marsicano, Gustavo Portalone
The selective formation of quinazoline vs. benzoxazine  and benzothiazine derivatives from β-(2-aminophenyl)-α,β-ynones and aryl isocyanates/benzoyl isothiocyanate was explored. DFT calculations provide a plausible rationale.
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Pseudo-enantiomeric carbohydrate-based N-heterocyclic carbenes as promising chiral ligands for enantiotopic discrimination

Org. Biomol. Chem., 2020, 18,3012-3016
DOI: 10.1039/D0OB00155D, Communication
Alexander S. Henderson, John F. Bower, M. Carmen Galan
The practical synthesis of pseudo-enantiomeric carbohydrate-based NHC–Rh complexes bearing C1 or C3 sterically differentiated positions is reported. We show that steric bulk at either C1 or C3 leads to enantiotopic discrimination in the hydrosilylation of acetophenone.
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Dearomatization of 3-cyanoindoles by (3 + 2) cycloaddition: from batch to flow chemistry

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00582G, Communication
Maxime Manneveau, Saori Tanii, Fanny Gens, Julien Legros, Isabelle Chataigner
(3 + 2) Dearomatizing cycloaddition of 3-cyanoindoles occurs in smooth conditions with a non-stabilized azomethine ylide, to yield tricyclic indolines in only 1 min under microflow conditions using 3 equiv of the dipole precursor vs. 6 equiv. in a batch reactor.
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Study on the ArI-catalyzed intramolecular oxy-cyclization of 2-alkenylbenzamides to benzoiminolactones

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00612B, Communication
Huixia Liu, Xiaojun Deng, Xie Huang, Nan Ji, Wei He
A metal-free synthetic method toward the preparation of benzoiminolactones through oxy-cyclization of 2-alkenylbenzamides mediated by a catalyst/oxidant (ArI/mCPBA) system was developed.
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Electrochemical synthesis of selenyl-dihydrofurans via anodic selenofunctionalization of allyl-naphthol/phenol derivatives and their anti-Alzheimer activity

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00629G, Communication
Marcos R. Scheide, Alex R. Schneider, Guilherme A. M. Jardim, Guilherme M. Martins, Daniele C. Durigon, Sumbal Saba, Jamal Rafique, Antonio L. Braga
Herein, we report an eco-friendly, electrosynthetic approach for the intramolecular oxyselenylation of allyl-naphthol/phenol derivatives.
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Ni(II)-Catalyzed vinylic C–H functionalization of 2-acetamido-3-arylacrylates to access isotetronic acids

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00557F, Paper
Biswajit Roy, Eshani Das, Avijit Roy, Dipakranjan Mal
A ligand-free Ni(II)-catalyzed cascade annulation reaction for the synthesis of 4-aryl-substituted isotetronic acids from 2-acetamido-3-arylacrylates via vinylic C–H functionalization is reported.
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Acylation of oxindoles using methyl/phenyl esters via mixed Claisen condensation – An access to 3-alkylideneoxindoles

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00789G, Communication
Ramdas Sreedharan, Purushothaman Rajeshwaran, Pradeep Kumar Reddy Panyam, Saurabh Yadav, C. M. Nagaraja, THIRUMANAVELAN GANDHI
Predominantly, aggressive acid chlorides and stoichiometric coupling reagents are employed in the acylating process for synthesizing carbonyl tethered heterocycles. Herein, we report simple acyl sources, viz. methyl and phenyl esters...
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Catalyst- and Solvent-Free Efficient Access to N-Alkylated Amines via Reductive Amination using HBPin

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00740D, Communication
ARNAB RIT, Vipin Kumar Pandey, Somnath Bauri
A sustainable approach which works under catalyst- and solvent-free conditions for the synthesis of structurally diverse secondary amines has been uncovered. This one-pot protocol works efficiently at room temperature and...
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Discrimination of cellular developmental states focusing on glycan transformation and membrane dynamics by using BODIPY-tagged lactosyl ceramides

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00547A, Paper
Kenta Arai, Atsuko Ohtake, Shusaku Daikoku, Katsuhiko Suzuki, Yukishige Ito, Kazuya Kabayama, Koichi Fukase, Yoshimi Kanie, Osamu Kanie
Different cellular states were discriminated by analysing either the glycan transformation of exogenously introduced fluorescently tagged probe molecules or fluorescence recovery after photobleaching before conversion.
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Divergent syntheses of okaramines C, J, L, and S-U

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00587H, Communication
Xiao Wan Li, Tong xu Si, Ya-Ping Liu, Mingzhong Wang, Albert S. C. Chan
The total synthesis of six novel okaramines (C, J, L, and S-U) was accomplished with a precise synthesis scheme involving few steps and with practical yield of 6.7%-23.0%. The significance...
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Electrochemically enabled functionalization of indoles or anilines to synthesis of hexafluoroisopropoxy indole and anilinederivatives

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00157K, Communication
Zu-yu Mo, Xin-Yu Wang, Yu-zhen Zhang, Li Yang, Hai-Tao Tang, Ying-Ming Pan
An environmentally benign electrochemically enabled site-selective functionalization of indole or aniline derivatives with hexafluoroisopropanol in the presence of tetrabutyl ammonium hexafluorophosphate as redox catalyst and electrolyte was demonstrated in this...
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Synthesis of Glycosyl Sulfoximines by a Highly Chemo- and Stereoselective NH- and O-Transfer to Thioglycosides

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00647E, Paper
Arianna Tota, Claudia Carlucci, Luisa Pisano, Giuliano Cutolo, Guy James Clarkson, Giuseppe Romanazzi, Leonardo Degennaro, James A Bull, Patrick Rollin, Renzo Luisi
A synthesis of unprecedented and stable glycosyl sulfoximines is reported. The developed strategies represent the first examples of highly stereoselective sulfoximine formation directly from thioglycosides. X-ray analysis confirmed the structure...
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Synthesis of unsymmetrical benzils via palladium-catalysed α-arylation–oxidation of 2-hydroxyacetophenones with aryl bromides

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00575D, Paper
Open Access
Takanori Matsuda, Souta Oyama
Unsymmetrical benzils are synthesised by a one-pot tandem palladium-catalysed α-arylation and oxidation of 2-hydroxyacetophenones with aryl bromides.
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Copper(I)/Ganphos catalysis: enantioselective synthesis of diverse spirooxindoles using iminoesters and alkyl substituted methyleneindolinones

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00546K, Paper
Hao Cui, Ke Li, Yue Wang, Manman Song, Congcong Wang, Donghui Wei, Er-Qing Li, Zheng Duan, François Mathey
A copper/Ganphos-catalyzed asymmetric 1,3-dipolar cycloaddition of glycine iminoesters with alkyl substituted 3-methylene-2-oxindoles is described, producing the spiro[pyrrolidin-3,3'-oxindole]s in good yields with high ee.
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Blue emissive dimethylmethylene-bridged triphenylamine derivatives appending cross-linkable groups

Org. Biomol. Chem., 2020, Advance Article
DOI: 10.1039/D0OB00622J, Paper
Kangyu Zhou, Hongfei Pan, Yongjie Zhang, Houchen Wang, Xiaofei Dong, Xiangkui Ren, Xianggao Li, Shirong Wang, Zhijian Chen
Blue-emissive and cross-linkable dimethylmethylene-bridged triphenylamine derivatives were synthesized and their optical and electrochemical properties were investigated.
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Enantioselective Synthesis of Indanone Spiro-Isochromanone Derivatives via Dinuclear Zinc-Catalyzed Michael/Transesterification Tandem Reaction

Org. Biomol. Chem., 2020, Accepted Manuscript
DOI: 10.1039/D0OB00541J, Paper
Xiao-Chao Yang, Meng Xu, Jin-Bao Wang, Meng-Meng Liu, Francois Mathey, Yuan-Zhao Hua, Mincan Wang
An enantioselective Michael/transesterification tandem reaction of α-hydroxy indanones with ortho-ester chalcones was realized by dinuclear zinc catalysts. A series of enantiomerically pure spiro[indanone-2,3’-isochromane-1-one] derivatives were obtained in good yields with...
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A domino annulation approach to 3,4-diacylpyrrolo[1,2-a]pyrazines: decoration of pyrazine units

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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Synthesis of phenanthridines by I2-mediated sp3 C–H amination

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

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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Synthesis of α-CF3-substituted E-dehydroornithine derivatives via copper(I)-catalyzed hydroamination of allenes

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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Chiral bifunctional sulfide-catalyzed asymmetric bromoaminocyclizations

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

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

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

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

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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A Selectfluor-promoted oxidative reaction of disulfides and amines: access to sulfinamides

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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Dienaminodioate based multicomponent reactions with post-benzylic oxidative transformations mediated by DDQ

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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Hierarchical Self-Assembly of Azobenzene Dyad with Inverted Amide Connection into Toroidal and Tubular Nanostructures

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

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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Mumbaikars usher in Ganesh amidst flu scare

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




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Five-year-old survives 40-feet fall with minor scratches

A five-year old boy here survived a 40-feet fall from a multi-storeyed building with minor scratches.




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People look at fairy tales in a limited way: Hudson Asia MD Tulika Tripathi

Tulika Tripathi is the managing director of a global talents solutions company, Hudson Asia.




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Pak politicians want to resolve Kashmir — military won't allow this: Arif Jamal

Arif Jamal is a Pakistani journalist and South Asia expert based in America.




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A strong and vibrant India is important for peace and stability in Asia: K Shanmugam, Singapore's foreign minister

Singapore is one of India's closest partners in Asia. In his first visit to meet PM Narendra Modi after the formation of the NDA government, K Shanmugam, Singapore's foreign minister, tells Indrani Bagchi they would build some of India's new smart cities and involve themselves in skill development programmes in India.




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Five-year-old Indian becomes millionaire

A five-year-old Indian boy has become a millionaire overnight after winning a lottery at a national bond draw here.




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Indian connection to prince William and Kate Middleton's wedding cake

Had it not been for the encouragement of her Gujarati husband Kishore Patel, Fiona Cairns may have never made the leap from graphic design to luxury baking.




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Coming to UP? You can use your own vehicle

More than 1.48 lakh people registered on the government's Jan Sunwai portal on Thursday, requesting to be brought back to UP from other states that they have been stuck in since the lockdown was imposed.




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Yogi launches app to collect data of migrants




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Covid warriors in Lucknow put duty before family




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Delhi govt says it will pay train fare of migrants

Delhi government on Friday said it would bear the cost of train travel of migrant workers if their home states didn’t respond on the issue.




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Coronavirus: Citing privacy concerns, New York City bans schools from using Zoom amid lockdown

The ban comes right after the video conferencing service company started receiving a lot of criticism for poor security policies and privacy practices from it users.




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Coronavirus Pandemic: WhatsApp limits forwarding to one chat at a time to curb fake news

WhatsApp is also working directly with NGOs and governments, including the WHO and over 20 national health ministries, to help connect people with accurate information.




mi

Apple announces new iPhone SE 2020, to come with minimum 64 GB storage

It has the same iPhone 8 design, but the camera and processor are new.




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Facebook to bring new feature that notifies people sharing misinformation on COVID-19

The new feature, called Get The Facts, will debunk misinformation about the COVID-19 crisis.




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YouTube sensation PewDiePie signs exclusive live-streaming deal with the video-sharing platform

In the month of Jan, he announced a break from YouTube but continued posting his regular videos after his break.




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Xiaomi launches Mi Box 4K streaming device in India, here's are the features, price

With the Mi Box 4K, Xiaomi is venturing into a segment dominated by Amazon with its Fire TV Stick.




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Meet Dia Mirza 2.0

'It broke my heart when Rehnaa Hai Terre Dil Mein did not work at the box office but little did I know that one day, it would become a cult film.'