Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00393D, Paper

Rasmita Barik, Samik Nanda
Naturally occurring sesquiterpenes having humulane frameworks are structurally intriguing and possess significant biological profiles.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00404C, Paper

Tatiana P. Gerasimova, Almaz A. Zagidullin, Anastasiia N. Nikolaeva, Robert R. Fayzullin, Aliya M. Saitova, Vasili A. Miluykov, Stefan Grimme, Sergey A. Katsyuba
Keto-enol transformations of 6-R-3-hydroxy-2-pyrazinecarboxamides in solutions are accompanied by deprotonation of enol tautomers and the formation of corresponding anionic species. The key factors determining these processes have been identified.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00292J, Paper

Jinkai Hu, Chenglei Yang, Xiaotao Qin, Hui Liu, Tongtong Ma, Ao-tong Shi, Qing-Long Lv, Xingman Liu, Jinhui Yang, Dianjun Li
A visible light-enabled photocatalyst-free radical trihalomethylation/cyano (or benzo[d]thiazol-2-yl) 1,4-migration/carbonylation reaction of 2-hydroxy-2-hex-5-enenitrile (or (benzo[d]thiazol-2-yl)-pent-4-enol) with CX₃SO₂Cl (X = F, Cl) is reported.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00433G, Communication

Dattatraya H. Dethe, Vimlesh Kumar, Nagabhushana C. Beeralingappa
The first and concise syntheses of the anticancer agent diplofuranone A and the fatty acid-derived metabolite diapolic acid A have been demonstrated using easily accessible and commercially available starting materials.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00338A, Paper

Anil Kumar Saikia, Surjya Kumar Bora, Subhamoy Biswas, Bipin Kumar Behera
An efficient methodology for the synthesis of 4,4-dihalopiperidine derivatives has been developed from N-(3-halobut-3-en-1-yl)-4-methylbenzenesulfonamide and aldehyde catalyzed by In(OTf)3 in excellent yields. The reaction involves an initial formation of six...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00204K, Paper

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Daniel Leal Lourenço, Ana Cristina Fernandes
A new methodology for the reduction of a wide variety of aliphatic and aromatic sulfoxides catalyzed by the air-stable, cheap and commercially available manganese catalyst MnBr(CO)5 with excellent yields is...
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Org. Biomol. Chem., 2024, 22,2978-2984
DOI: 10.1039/D4OB00027G, Paper

Abdulrahman M. Alazemi, Mohammad H. BinSabt, Hamad M. Al-Matar, Alan L. Balch, Mona A. Shalaby
Linked thieno[2,3-b]thiophene-fullerene Dimers.
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Org. Biomol. Chem., 2024, 22,2958-2962
DOI: 10.1039/D4OB00104D, Communication

Ying Sun, Shaomin Fu, Bo Liu
The asymmetric synthesis of the fully functionalized six-membered A-ring of siphonol A is presented.
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Org. Biomol. Chem., 2024, 22,2916-2947
DOI: 10.1039/D3OB01904G, Review Article

Swadhin Swaraj Acharya, Sagarika Patra, Rojalini Maharana, Manaswini Dash, Liza Mama Barad, Bibhuti Bhusan Parida
In recent years, the maleimide scaffold has received a great deal of attention in C–H activation.
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Org. Biomol. Chem., 2024, 22,2948-2952
DOI: 10.1039/D4OB00233D, Communication

Mariia Savchuk, Giang Vo-Thanh, Sylvain Oudeyer, Hélène Beucher, Jean-François Brière
An expeditious diatereoselective synthesis of pyrano[2,3-c]pyrroles thanks to a domino Vinylogous aza-Michael-Aldol-Cyclocondensation (aza-VMAC) reaction to alkylidene Meldrum's acid derivatives.
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Org. Biomol. Chem., 2024, 22,2902-2915
DOI: 10.1039/D4OB00199K, Review Article

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Mariana Crespo Monteiro, João Rafael Vale, Filipa Siopa
This review focuses on the preparation and applications in total synthesis of 2-azabicyclo[3.2.1]octane structures, a class of natural and synthetic compounds with a range of biological activities.
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Org. Biomol. Chem., 2024, 22,3009-3018
DOI: 10.1039/D4OB00211C, Paper

Yu-Ke Cen, Lin Zhang, Yue Jiang, Xiang-Fu Meng, Yuan Li, Chao Xiang, Ya-Ping Xue, Yu-Guo Zheng
A single-point mutation of 7α-HSDH achieved the highest activity and synergistically improved substrate tolerance, thermal stability, cofactor affinity, and conversion rate.
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Org. Biomol. Chem., 2024, 22,3059-3067
DOI: 10.1039/D3OB02050A, Paper

Marie M. Le Roy, Sandra Claes, Nathalie Saffon-Merceron, Dominique Schols, Thibault Troadec, Raphaël Tripier
A rare example of C,C'-linked bis-cyclam has been synthesized with controlled manner in mild conditions thanks to the “bis-aminal” tool, and its good CXCR4-recognition properties could be demonstated in vitro.
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Org. Biomol. Chem., 2024, 22,3053-3058
DOI: 10.1039/D4OB00161C, Paper

Ravi Kumar, Rohan Kumar Meher, Himadri Karmakar, Tarun K. Panda
A competent and selective hydrosilylation of nitriles and tertiary amides catalyzed by zinc bis(hexamethyldisilazide) [Zn(HMDS)₂] under solvent-free and mild conditions are reported, as a sustainable and desirable alternative to existing methods.
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Org. Biomol. Chem., 2024, 22,2992-3000
DOI: 10.1039/D4OB00234B, Paper

Kimberly S. Taylor, Madison M. McMonagle, Schaelee C. Guy, Ariana M. Human-McKinnon, Shumpei Asamizu, Heidi J. Fletcher, Bradley W. Davis, Takashi L. Suyama
An organo–ruthenium catalyst conjugated to albumin efficiently unmasks an alloc group under physiologically relevant conditions.
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Org. Biomol. Chem., 2024, 22,2985-2991
DOI: 10.1039/D4OB00285G, Paper

Open Access

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Zhongzhen Yang, Marion Arnoux, Damien Hazelard, Owen R. Hughes, Joe Nabarro, Adrian C. Whitwood, Martin A. Fascione, Christopher D. Spicer, Philippe Compain, William P. Unsworth
New Successive Ring Expansion (SuRE) protocols are described for use on unreactive lactams, as well as iminosugar derived lactams.
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Org. Biomol. Chem., 2024, 22,2968-2973
DOI: 10.1039/D4OB00129J, Communication

Xin-Yao Pan, Gui-Xia Sun, Fang-Ping Huang, Wen-Jian Qin, Qing-Hu Teng, Kai Wang
An Fe-catalyzed visible-light induced condensation of alkylbenzenes with anthranilamides has been developed.
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Org. Biomol. Chem., 2024, 22,3019-3024
DOI: 10.1039/D4OB00334A, Paper

Man Li, Ling Feng, Han Zhang, Yan-Chun Liu, Ting-Ting Zhou, Yu Zheng, Kai Guo, Yan Liu, Sheng-Hong Li
Six unusual pyridine-containing bisnor- (C₂₃), tetranor- (C₂₁) and pentanor- (C₂₀) sesterterpenoids were obtained from the medicinal plant Leucosceptrum canum of Tibetan origin. The immunosuppressive activities of these sesterterpenoids were observed.
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Org. Biomol. Chem., 2024, 22,2963-2967
DOI: 10.1039/D4OB00089G, Communication

Jiong Meng, Qiaqia Guo, Xiaona Zhai, Song Yang, Shuai Wang, Pengcheng Wang, Debin Ji
A phosphamide nucleotide analog (dNTPγNH₂) exhibited higher stability than dNTPs and can be recognized by DNA polymerases in PCR.
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Org. Biomol. Chem., 2024, 22,2953-2957
DOI: 10.1039/D4OB00203B, Communication

Junqi Zhou, Ziyu Wang, Hanmiao Xu, Mengke Su, Jian Wen
An effective method for synthesizing various alkynyl sulfides has been developed using tetramethylene sulfoxide as a sulfur source through base-promoted nucleophilic ring-opening reactions.
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Org. Biomol. Chem., 2024, 22,3035-3044
DOI: 10.1039/D4OB00114A, Paper

Open Access

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Erich Kleinpeter, Andreas Koch
The ring current effect of entirely and partly (anti)aromatic PCHs are calculated and employed to visualize, qualify and quantify existing (anti)aromaticity, especially to decide unequivocally between PAHs and PAAHs.
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Org. Biomol. Chem., 2024, 22,3001-3008
DOI: 10.1039/D4OB00176A, Paper

Open Access

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Sean R. Barlow, Nathan R. Halcovitch, Nicholas H. Evans
A pyridine-N-oxide containing [2]catenane may be reversibly protonated, as well as bind lithium cations more strongly than sodium cations.
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Org. Biomol. Chem., 2024, 22,3068-3072
DOI: 10.1039/D4OB00354C, Paper

Hua Huang, Yi-Qi Wu, Lu-Yao Han, Lu Jiang, Zhuo-Zhuo Zhang, Xiang Zhang, Bo Han, Wei Huang, Jun-Long Li
A general and efficient method for the highly stereoselective synthesis of (Z)-phosphorus allylalcohols has been developed using the Pd-catalyzed cross-coupling of phosphine oxides with vinylethylene carbonates.
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Org. Biomol. Chem., 2024, 22,2974-2977
DOI: 10.1039/D4OB00278D, Communication

Open Access

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Matthew Nutter, Henry Stone, Michael Shipman, Stefan Roesner
Stereoselective synthesis of both enantiomers of orthogonally protected 1,2-diazetidine-3-carboxylic acid (aAze) from homochiral glycidol and its application in peptidomimetics.
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Org. Biomol. Chem., 2024, 22,3080-3085
DOI: 10.1039/D4OB00003J, Paper

Duyi Shen, Chaoyue Sun, Yun Han, Zhen Luo, Ting Ren, Qin Zhang, Wenting Huang, Jianru Xie, Ying Jia, Mianran Chao
A facile oxychlorination of various alkynes and alkenes with tBuOCl as an alternative chlorine source and H₂O as a green oxygen source.
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Org. Biomol. Chem., 2024, 22,3025-3034
DOI: 10.1039/D4OB00279B, Paper

Jouda Jakhlal, Clément Denhez, Stéphanie Coantic-Castex, Agathe Martinez, Dominique Harakat, Thierry Douki, Dominique Guillaume, Pascale Clivio
Evidence is presented that (6–4) photoproduct formation between two thymine residues in dinucleotide analogues is significantly and specifically enhanced when the 5''- and 3''-end sugar puckering are mainly north and south, respectively.
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Org. Biomol. Chem., 2024, 22,3073-3079
DOI: 10.1039/D4OB00133H, Paper

Wei Chen, Lang-Qi Wen, Xiao-Bing Lu, Hui Zhou
We have developed a clean and efficient iron-catalyzed C(sp³)–H functionalization of indolin-2-ones for the chemodivergent synthesis of value-added indole derivatives, including isatins, and symmetrical and non-symmetrical isoindigos.
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Org. Biomol. Chem., 2024, 22,3045-3052
DOI: 10.1039/D4OB00052H, Paper

Surabhi Panday, Tapas Maity, Pratibha Bhatti, Joydev K. Laha
An elegant synthesis of pyrrole-2-carboxylic acid anhydrides from pyrrole-2-carboxaldehydes using TBAI as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant is described herein.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00387J, Paper

Open Access

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Kazuki Ohira, Kumpei Kozuka, Naoki Kaneda, Masahiro Yamamoto, Keiichi Imato, Yousuke Ooyama
It was found that phenazine-2,3-diol derivatives exhibit photochromism through excited state intermolecular proton transfer (ESInterPT) processes based on keto–enol tautomerization.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00423J, Communication

Guojiao Zhang, Channi Cheng, Zhengxiang Li, Dezhi Zhao, Chengyou Han
We report that charge-transfer (CT) inclusion complexes were formed between prism[6]arenes and tropylium cation. Additionally, the CT complex showed Cl⁻/Ag⁺ responsiveness which can be easily monitored by the naked eye.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00274A, Communication

Gaurav Jaiswal, Subhas Chandra Pan
BBr₃ mediated dearomative spirocyclization of biaryl ynones has been reported for the direct synthesis of spiro[5.5]dienones with a tri-substituted double bond.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00380B, Communication

Shigeru Arai, Koichi Nakazawa, Xiao-Fei Yang, Masaya Nakajima, Shinji Harada, Atsushi Nishida
This work discloses the origin of regio- and stereoselectivity of hydrocyanation of alkynoates.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00160E, Paper

João Pedro Albuquerque Souza, Amanda Krauskopf Jacobs, Leandro Piovan, Renan Borsoi Campos
The energetic viability of several mechanistic variations of the reductive amination of acetophenones via the Borch approach was reexamined through density functional theory calculations. The crucial involvement of the acid...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00391H, Communication

Alexander A. Lukoyanov, Svetlana A. Aksenova, Andrey A. Tabolin, Alexey Yu. Sukhorukov
3-Halo-1,2-oxazine N-oxide derivatives act as surrogates of vinyl nitrile oxides in tandem [3 + 2]-cycloaddition/[3 + 2]-cyclofragmentation with arynes leading to benzisoxazoles.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00421C, Communication

Srinivasarao Yaragorla, Tabassum Khan, Sayonika Chakroborty
We report here a simple and atom economic cycloisomerization reaction of indole-tethered alkynols for constructing diverse carbazoles via 1,2-alkly migration using Cu(OTf)₂/HFIP as the excellent promoter system.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00240G, Communication

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Alexandra R. E. Serre, Vibhu Jha, Adèle Rivault, Leif A. Eriksson, Goreti Ribeiro Morais, Robert A. Falconer
Herein we describe the first example of the conversion of the primary alcohol of cytidine into a carboxylic acid by use of the Dess–Martin periodinane oxidising agent.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00432A, Paper

Peng-Fei Huang, Jia-Le Fu, Ying Peng, Jian-Hong Fan, Long-Jin Zhong, Kewen Tang, Yu Liu
2-Aminobenzothiazoles are commonly encountered in various functional compounds. Herein, we disclose an electro-oxidative three-component reaction for the effective synthesis of 2-aminobenzothiazoles under mild conditions, utilizing non-toxic and abundant elemental sulfur...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00272E, Paper

Brenno A. D. Neto, Pedro Beck, Arthur Leitão, Yasmin Santana, Jose R. Correa, Carime Vitória da Silva Rodrigues, Daniel Machado, Guilherme Matos, Luciana Machado Ramos, Claudia Cristina Gatto, Carlos Kleber Z. Andrade, Sarah Caldas
This study critically reevaluates reported Biginelli-like reactions using a Kamlet-Abboud-Taft-based solvent effect model. Surprisingly, structural misassignments were discovered in certain multicomponent reactions, leading to the identification of pseudo three-component derivatives...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00397G, Paper

Angel H Romero, Marcos Couto, Ivan E Romero, German Fuentes, Matías N. Möller
Herein, we showed the photophysical properties of the favipiravir and their 6-substituted analogues. Also, we interpreted the origin of the fluorescence of the favipiravir and their 6-substituted analogues as function...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00040D, Paper

Sidra Siddique, Khalid Hussain, Naureen Shehzadi, Muhammad Arshad, Muhammad Nadeem Arshad, Sadaf Iftikhar, Farhat Saghir, Ayisha Shaukat, Muhammad Sarfraz, Nisar Ahmed
Despite the high global prevalence, rheumatoid arthritis lacks a satisfactory treatment.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00015C, Communication

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Miguel Alena-Rodriguez, Marcos Fernandez-Villamarin, Ignacio Alfonso, Paula M. Mendes
An effective workflow to discover selective saccharide receptors by combining dynamic combinatorial chemistry with isothermal titration calorimetry and NMR.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00327F, Review Article

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Huibin Wang, Ikuro Abe
This review highlights the recent advancements in the enzymatic modifications of steroid scaffolds, emphasizing enzymatic hydroxylation, ketoreduction, dehydrogenation, enzymatic cascade reactions, and other modifications.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00281D, Review Article

Bubul Das, Anjali Dahiya, Bhisma K Patel
: Owing to their unique structural features, isothiocyanates (ITCs) are a class of highly useful and inimitable reagents as the N=C=S group serves both as electrophile and nucleophile in organic...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00328D, Communication

Xuemin Li, Haofeng Shi, Jiaxin He, Jialiang Wu, Fengxia Sun, Yunfei Du
The combining use of BnSCF2D, mCPBA and Tf2O serves as an efficient multi-component reagents system (MCRS) for the synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines/isocoumarins via intramolecular cyclization/ deuteriodifluoromethylthiolation of 2-alkynylbenzamide/2-alkynylbenzoates. The approach...
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00236A, Review Article

Goverdhan Mehta, Saumitra Sengupta, Srihari Pabbaraja
Often referred to as “second genome”, human microbiome is at the epicenter of a complex inter-habitat biochemical network, such as the “gut-brain axis”, which have emerged as significant determinant of...
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00302K, Communication

Qiang Huang, Xin Jin, Lvjia Wu, Jiangdong Li, Qianlu Xing, Xianheng Wang, Changkuo Zhao
The aminophosphinoylation of alcohols with amines and H-phosphine oxides provides an efficient and mild approach to access various α-aminoalkylphosphine oxides in good yields with good tolerance of functional groups using H₂O as a clean solvent.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00207E, Communication

Ruilin Fang, Lei Zheng, Xuyang Chen, Can Wang, Yunfeng Chen
FeCl₃-catalyzed oxidative condensation of NH-1,2,3-triazoles and aryl methyl ketones and DMF has been reported.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00297K, Paper

Wei Luo, Yiling Li, Liang Wang, Yanhua Qin, Qiao Cheng, Guochang Hu, Chaoyi Yao, Xiangzhi Song
Acceptor–donor–acceptor boranil fluorescent dyes, CSU-BF-R (R = H, CH₃, and OCH₃), were developed with strong red fluorescence and large Stokes shifts. CSU-BF-OCH₃ could selectively sense intracellular hypochlorous acid in living cells and zebrafish.
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Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00167B, Paper

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Maxim A. Voinov, Nicholas Nunn, Roshan Rana, Atli Davidsson, Alex I. Smirnov, Tatyana I. Smirnova
EPR-based local pH measurements based on changes in rotational dynamics of spin-bearing molecules upon protonation.
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Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00490F, Communication

SIDDHARTHA KUMAR SENAPATI, Anit Pal, Animesh Das
An efficient sequential multi-component method for the synthesis of tertrahydroquinoline containing dithiocarbamate has been developed. This reaction involved a boronic acid-catalyzed reduction of quinoline to tertrahydroquinoline, followed by nucleophilic addition...
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