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Direct Fluoro‐aminosulfenylation of Active Methylenes by Dialkylaminosulfur Trifluorides under Catalyst‐Free Conditions
Author(s) -
Saidalimu Ibrayim,
Guo Ming,
Tokunaga Etsuko,
Shibata Norio
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600264
Subject(s) - chemistry , catalysis , methylene , base (topology) , organic chemistry , reaction conditions , combinatorial chemistry , medicinal chemistry , mathematical analysis , mathematics
The direct fluoro–aminosulfenylation of active methylene compounds by diethylaminosulfur trifluoride (DAST) and its derivatives is disclosed. A variety of α ‐fluorinated α ‐sulfenamides with a tetrasubstituted carbon center were synthesized from β‐keto esters, malonates, 1,3‐diketones, and dicyanoalkylidenes under mild reaction conditions. This direct fluoro–aminosulfenylation reaction occurs very smoothly under metal‐free and base‐free conditions.