Journal ArticleDOI
Iodine-catalyzed cross-coupling of isocyanides and thiols for the synthesis of S-thiocarbamates
Ramdas S. Pathare,Vikas S. Patil,Harpreet Kaur,Antim K. Maurya,Vijai K. Agnihotri,Shahnawaz Khan,Nagaraju Devunuri,Ashoke Sharon,Devesh M. Sawant +8 more
TLDR
A novel and efficient metal free, redox-neutral method for the synthesis of secondary thiocarbamates by cross-coupling of readily available thiophenol and isocyanides has been developed.Abstract:
A novel and efficient metal free, redox-neutral method for the synthesis of secondary thiocarbamates by cross-coupling of readily available thiophenol and isocyanides has been developed. The present methodology exhibits a broad substrate scope with good to excellent yields without an additive/extra oxidant under mild reaction conditions catalyzed by inexpensive iodine as the catalyst.read more
Citations
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Journal ArticleDOI
Clean preparation of S-thiocarbamates with in situ generated hydroxide in 2-methyltetrahydrofuran
Wen-Hu Bao,Zheng Wang,Xiao Tang,Yun-Fu Zhang,Jia-Xi Tan,Jia-Xi Tan,Qin Zhu,Zhong Cao,Ying-Wu Lin,Wei-Min He +9 more
TL;DR: In this article, a simple and clean protocol for the synthesis of various alkyl and (hetero)aryl S-thiocarbamates was established, using in situ generated hydroxide as both an oxygen source and hydrogen source as a green reaction medium, the avoidance of phosphorus-containing reductant, and the generation of harmless water and nitrogen as the side-products.
Journal ArticleDOI
Visible-light-mediated metal-free decarboxylative acylations of isocyanides with α-oxocarboxylic acids and water leading to α-ketoamides
TL;DR: A novel visible-light-induced and Rose Bengal catalyzed strategy has been developed for the synthesis of α-ketoamides via decarboxylative acylations of isocyanides with α-oxocarboxylic acids and water under mild conditions.
Journal ArticleDOI
Iodine-Catalyzed Odorless Synthesis of S-Thiocarbamates with Sulfonyl Chlorides as a Sulfur Source.
Wen-Hu Bao,Min He,Jing-Ting Wang,Xin Peng,Men Sung,Zilong Tang,Si Jiang,Zhong Cao,Wei-Min He +8 more
TL;DR: A general and efficient protocol for the direct preparation of various S-thiocarbamates with readily available and inexpensive sulfonyl chlorides as an odorless sulfur source was developed.
Journal ArticleDOI
Metal-Free Catalytic Synthesis of Thiocarbamates Using Sodium Sulfinates as the Sulfur Source
Pengli Bao,Leilei Wang,Huilan Yue,Yun Shao,Jiangwei Wen,Daoshan Yang,Daoshan Yang,Xiaohui Zhao,Hua Wang,Wei Wei,Wei Wei +10 more
TL;DR: The mechanistic studies suggest the present transformation involves a radical process and offers a facile and practical route to a variety of thiocarbamates in moderate to good yields with favorable functional group tolerance by use odorless sodium sulfinates as the sulfur source.
Journal ArticleDOI
One-Pot, Three-Component Synthesis of 5-Sulfenyl-2-iminothiazolines by Cross-Dehydrogenative C-S Coupling Using I2/DMSO in Open Air.
Chandan Bodhak,Animesh Pramanik +1 more
TL;DR: A one-pot, three-component, transition-metal-free regioselective sulfenylation of 2-iminothiazoline through the cross-dehydrogenative coupling strategy via sp2 C-H functionalization has been developed employing iodine as a catalyst and dimethyl sulfoxide as an oxidant.
References
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Transition-Metal-Free Coupling Reactions
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Sustainable routes to polyurethane precursors
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Metal‐Free Oxidative Carbon‐Heteroatom Bond Formation Through C–H Bond Functionalization
TL;DR: In this paper, the development of metal-free coupling methods for unactivated compounds under oxidative reaction conditions is discussed with numerous examples. And the utility of these methods in syntheses of desired products and the mechanisms of their formation are discussed.
Journal ArticleDOI
Iodine-Catalyzed Regioselective Sulfenylation of Indoles with Sodium Sulfinates
TL;DR: The reaction selectively afforded 3-arylthioindoles in good to high yields in anisole under metal-free conditions and functional groups such as halogens were well tolerated under the optimized reaction conditions.