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Visible Light‐Mediated Construction of Sulfonated Dibenzazepines
Author(s) -
Qu ChuanHua,
Song GuiTing,
Ou JianHua,
Tang DianYong,
Xu ZhiGang,
Chen ZhongZhu
Publication year - 2021
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.202100194
Subject(s) - chemistry , sulfonyl , alkyne , radical , combinatorial chemistry , visible spectrum , photoredox catalysis , substrate (aquarium) , catalysis , cascade , photochemistry , organic chemistry , chromatography , photocatalysis , alkyl , oceanography , geology , physics , optoelectronics
Main observation and conclusion A new method to access sulfonated dibenz[ b , e ]azepines via visible‐light photoredox catalysis is described. Employing inexpensive and commercially available sulfonyl chlorides to form the sulfonyl radicals enables the alkyne addition reaction followed by a 7‐membered radical cyclization step to furnish sulfonated dibenzazepines. In addition, an Ugi‐type multicomponent reaction (MCR) for the synthesis of o ‐aminophenylacetylene derivatives can also be used as a rapid substrate synthesis method for the cascade radical cyclization protocol to obtain a series of highly functionalized sulfonylated dibenzazepines, which undoubtedly greatly simplifies the synthetic steps of the dibenzazepine compounds that are important core structures in pharmaceuticals.