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Divergent Reactions between Alkynes and Dibenzenesulfonimide: Selective Synthesis of Ynamides and Enamides under Metal‐Free Conditions
Author(s) -
Xiang Dehu,
Li Huan,
Zhang Ling,
Zhang Yunhua,
Zhang Qian,
Li Dong
Publication year - 2019
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.201900110
Subject(s) - hypervalent molecule , chemistry , regioselectivity , reagent , catalysis , iodine , combinatorial chemistry , markovnikov's rule , metal , reaction conditions , organic chemistry
Divergent reactions between alkynes and dibenzenesulfonimide that can generate ynamides and enamides selectively are reported. Oxidative C(sp)−H bond amidation of various arylacetylenes occurred in the presence of a hypervalent iodine reagent to form the corresponding ynamides. Without any catalyst or oxidant, direct hydroamidation occurred to produce regioselective Markovnikov's enamides. Both reactions proceeded under facile, neutral, and metal‐free conditions and possessed the merit of stable performance and easy operation.