Metal- and phosphine-free electrophilic vicinal chloro-alkylthiolation and trifluoromethylthiolation of indoles using sodium sulfinate in the presence of triphosgene

Literature Information

Publication Date 2019-05-20
DOI 10.1039/C9QO00350A
Impact Factor 5.281
Authors

Xiu-ling He, Swarup Majumder, Jiang Wu, Chen-di Jin, Sheng-rong Guo, Zhi-ping Guo, Minghua Yang


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Abstract

Efficient chloro-alkylthiolation and trifluoromethylthiolation of indole derivatives were developed. Triphosgene was used as a reducing agent for the first time to convert sodium sulfinate to highly active electrophilic intermediates (CH3SCl and CF3SOCl). This strategy involves the use of cheap and readily available reagents and has broad substrate scope.

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Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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