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Visible Light‐Promoted Three‐Component Carboazidation of Unactivated Alkenes with TMSN 3 and Acrylonitrile
Author(s) -
Yang Bo,
Ren Xiang,
Shen Xuzhong,
Li Tongtong,
Lu Zhan
Publication year - 2018
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201800320
Subject(s) - acrylonitrile , chemistry , cycloaddition , cyclopentane , stoichiometry , catalysis , component (thermodynamics) , combinatorial chemistry , visible spectrum , functional group , photochemistry , organic chemistry , polymer , physics , copolymer , thermodynamics , optoelectronics
A novel difunctionalization of unactivated alkenes has been reported via visible light‐promoted three‐component carboazidation using TMSN 3 and acrylonitrile as partners without any stoichiometric oxidants. This protocol is operationally simple for straightforward access to azido derivatives with good functional group tolerance from readily available starting materials. A facile azido radical‐catalyzed [3 + 2] cycloaddition reaction of vinylcyclopropane with acrylonitrile was also observed to deliver a multi‐substituted cyclopentane.