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A copper-catalyzed asymmetric Friedel–Crafts hydroxyalkylation of pyrazole-4,5-diones with 5-aminoisoxazoles

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00322E, Communication
Siyu Gao, Xiang Sun, Sijie Peng, Zhenggen Zha, Qi Sun, Zhiyong Wang
An asymmetric Friede-Crafts hydroxyalkylation reaction was developed under the catalysis of chiral copper complexes. A variety of pyrazolone derivatives were obtained with excellent yields and enantioselectivities.
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Copper-catalyzed ortho-thiocyanation of aromatic amines

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00137K, Communication
Monak Patel, Nitish Kumar, Hussain Bhukya, Bharatkumar Z. Dholakiya, Togati Naveen
Here, we described an efficient ortho- C(sp2)-H thiocyanation of anilines for the synthesis of aryl thiocyanates. This protocol tolerates a variety of aromatic amines to provide the desired products in good to excellent yields.
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Chemoenzymatic total synthesis of rotigotine via IRED-catalyzed reductive amination

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00072B, Communication
Dongyu Tang, Yaqing Ma, Jinping Bao, Shushan Gao, Shuli Man, Chengsen Cui
An engineered imine reductase (IRED) was developed specifically for 2-tetralone substrate, and utilized in the total synthesis of rotigotine.
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Rh(III)-catalysed C-H annulation of cis-stilbene acids with 2-diazo-1,3-diketones: A facile access to 6,7-dihydrobenzofuran-4(5H)-one and α-pyrone scaffolds

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00151F, Paper
Shankaraiah Nagula, Mary Sravani Galla, Nandini B. Kale, Akshay Kumawat, Darshana Bora
An efficient Rh(III)-catalysed C-H functionalization, tandem annulation of cis-stilbene acids using 2-diazo-1,3-diketones was devised. The protocol has solely afforded 6,7-dihydrobenzofuran-4(5H)-ones using alicyclic diazocarbonyls via decarbonylation and α-pyrones with aliphatic diazo...
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The synthesis of alk-2-ynl Weinreb amides via Pd/Cu-catalysed oxidative carbonylation of terminal alkynes

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00290C, Paper
Bharati Mourya, Sandip T. Gadge, Bhalchandra M. Bhanage
Synthesis of alk-2-ynl-Weinreb amides via Pd-catalyzed oxidative carbonylation of terminal alkynes and N,O-dimethylhydroxylamine hydrochloride at room temperature under low CO/O2 pressure is reported for the first time.
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DMSO promoted catalyst-free oxidative C–N/C–O couplings towards synthesis of imidazoles and oxazoles

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00383G, Paper
Debasish Bera, Rajib Sarkar, Tiyasa Dhar, Pinaki Saha, Prasanta Ghosh, Chhanda Mukhopadhyay
Dimethyl sulfoxide (DMSO)-promoted catalyst-free oxidative C–N coupling and C–O coupling under oxidant-free conditions are outlined.
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DFT investigation of the DDQ-catalytic mechanism for constructing C–O bonds

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00346B, Paper
Xiu-Fang Zheng, Da-Gang Zhou, Li-Jun Yang
The DDQ-catalytic mechanisms for constructing C–O bonds via H2O and CH3OH as oxygen sources have been investigated with DFT.
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Electrochemical nickel-catalyzed cross-coupling of glycosyl thiols with preactivated phenols and ketones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00442F, Communication
Fuxin Li, Hui Liu, Wanyu Xing, Qingju Zhang, Liming Wang
Here we report an efficient electrochemical nickel-catalyzed cross-coupling reaction for the synthesis of S-glycosides from preactivated phenols and ketones.
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Catalyst- and base-free visible light-enabled radical relay trihalomethylation/functional group-migration/carbonylation with CX3SO2Cl

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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Reduction of sulfoxides catalyzed by the commercially available manganese complex MnBr(CO)5

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00204K, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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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Covalently linked thieno[2,3-b]thiophene-fullerene dimers: synthesis and physical characterization

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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Recent advances in spirocyclization of maleimides via transition-metal catalyzed C–H activation

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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2-Azabicyclo[3.2.1]octane scaffold: synthesis and applications

Org. Biomol. Chem., 2024, 22,2902-2915
DOI: 10.1039/D4OB00199K, Review Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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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Not exclusively the activity, but the sweet spot: a dehydrogenase point mutation synergistically boosts activity, substrate tolerance, thermal stability and yield

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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Albumin–ruthenium catalyst conjugate for bio-orthogonal uncaging of alloc group

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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Photogenerated chlorine radicals activate C(sp3)–H bonds of alkylbenzenes to access quinazolinones

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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Unusual immunosuppressive pyridine-containing bisnor- (c23), tetranor- (c21) and pentanor- (c20) sesterterpenoids from Tibetan Leucosceptrum canum

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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Identification and quantification of local antiaromaticity in polycyclic aromatic hydrocarbons (PAHs) based on the magnetic criterion

Org. Biomol. Chem., 2024, 22,3035-3044
DOI: 10.1039/D4OB00114A, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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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A pyridine-N-oxide catenane for cation recognition

Org. Biomol. Chem., 2024, 22,3001-3008
DOI: 10.1039/D4OB00176A, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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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Palladium-catalyzed (Z)-selective allylation of phosphine oxides with vinylethylene carbonates to construct phosphorus allyl alcohols

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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Stereoselective synthesis of (R)- and (S)-1,2-diazetidine-3-carboxylic acid derivatives for peptidomimetics

Org. Biomol. Chem., 2024, 22,2974-2977
DOI: 10.1039/D4OB00278D, Communication
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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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Iron-catalyzed selective construction of indole derivatives via oxidative C(sp3)–H functionalization of indolin-2-ones

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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Direct access to pyrrole anhydrides via oxidative self-coupling of pyrrole carboxaldehydes

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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Charge-transfer inclusion complex formation of the tropylium cation with prism[6]arenes

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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Nickel-catalysed regio- and stereoselective hydrocyanation of alkynoates and its mechanistic insights proposed by DFT calculations

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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Exploring the mechanism of the reductive amination of acetophenones via Borch approach: the role of the acid catalyst

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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Cu(OTf)2/HFIP catalyzed regioselective cycloisomerization of indole-C3-functionalized alkynols to carbazoles

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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Dess–Martin periodinane-mediated oxidation of the primary alcohol of cytidine into a carboxylic acid

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00240G, Communication
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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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Electro-oxidative three-component cascade coupling of isocyanides with elemental sulfur and amines for the synthesis of 2-aminobenzothiazoles

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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Revisiting Biginelli-like Reactions: Solvent Effects, Mechanisms, Biological Applications and Correction of Several Literature Reports

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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Design, synthesis, biological evaluation and molecular docking studies of quinoline-anthranilic acid hybrids as potent anti-inflammatory drugs

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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Recent developments in the enzymatic modifications of steroid scaffolds

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00327F, Review Article
Open Access
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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An FeCl3-catalyzed three-component reaction for the synthesis of β-(1,2,3-triazolyl)-ketones using DMF as a one-carbon source

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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Design, synthesis, and biological application of A–D–A-type boranil fluorescent dyes

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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Measuring local pH at interfaces from molecular tumbling: A concept for designing EPR-active pH-sensitive labels and probes

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00167B, Paper
Open Access
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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Facile synthesis of tetrahydroquinoline containing dithiocarbamate derivatives via one-pot sequential multicomponent reaction

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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A Highly Diastereoselective One-Pot Ugi/Radical Spirocyclization/Aza-Michael Addition Sequence

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00610K, Communication
Chandra Volla, Salman Khan, Abhradeep Chatterjee, Akshay Murali Nair
We hereby report a highly diastereoselective synthesis of chalcogenated azaspirotricycles via a one-pot Ugi/spirocyclization/ aza-Michael addition sequence. The reaction proceeded via a key visible light mediated spirocyclization step under mild,...
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New Generation of Highly Reactive Allylborating Agents For Cu(I)-Catalyzed Allylation of Chiral Sulfinylimines

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00291A, Paper
Michael S. Alexeev, Tatyana V. Strelkova, Michail M. Ilyin, Jr., Yulia V. Nelyubina, Ivan A. Bespalov, Michael Medvedev, Victor N Khrustalev, Nikolai Kuznetsov
The implementation of selective catalytic processes with highly active reagents is an attractive strategy that meets modern principles of sustainable development of chemistry. In the current study, we for the...
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Tetrabutylammonium decatungstate (TBADT), a compelling and trailblazing catalyst for visible-light-induced organic photocatalysis

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00171K, Review Article
Bor-Cherng Hong, Ranadheer Reddy Indurmuddam
This review summarizes recent developments in visible-light or near-visible-light photocatalysis reactions enabled by the TBADT catalyst.
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Efficient synthesis of SCF3-containing 3-alkenylquinoxalinones via three-component radical cascade reaction

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00363B, Paper
Si-Yu Wang, Chu Liu, Wei Yang, Zhong-Ying Tian, Lin Yuan, Long-Yong Xie
A three-component cascade reaction of quinoxalinones, alkynes and AgSCF3 toward complete E-selective SCF3-containing 3-alkenylquinoxalinones was developed.
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Visible light-driven photocatalytic sulfonative oxidation of benzyl secondary amines

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00348A, Paper
Yong-Xiang Lü, Xinqian Wang, Ying-Ming Pan, Keyume Ablajan
A method for the α-oxidation and sulfonation of benzyl secondary amines was developed utilizing Ir(III) or Eosin Y as the photocatalyst in the presence of O2 as a green oxidant....
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K2CO3-Mediated (3+3-1) Annulation of 1,3-Acetonedicarboxylates with 2-Fluoro-1-nitroarenes: Synthesis of Indoles

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00488D, Paper
Meng-Yang Chang, Chin-Huey Ho, Hsing-Yin Chen
The K2CO3-mediated one-pot reaction of 1,3-acetonedicarboxylates with 2 equiv. of substituted 2-fluoro-1-nitrobenzenes has been developed to synthesize various 2,3-dicarboxylate indoles via a tandem (3 + 3 − 1) annulation pathway....
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Tab Discarding in Chrome: a Memory-Saving Experiment




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Updates to the service worker cache API




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A380: How Airbus forecast misfired

Sinks $25 billion in the process




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Robust flight plans can keep airlines afloat




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In case the engine gives out

If an aircraft’s engine fails, the pilot has nearly half an hour to find a landing spot




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How cabin pressure plays a key role

Ensures adequate levels of oxygen in the air




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Decarbonising flying

IATA shares proposes 65 per cent of aviation-emitted carbon will be abated through sustainable aviation fuel




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Slots scarcity hits Indian airlines’ flight roadmap

The solution demands a comprehensive expansion of airside capacity across the country, but that has not materialised