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Visible‐Light‐Facilitated 5‐ exo‐trig Cyclization of 1,6‐Dienes with Alkyl Chlorides: Selective Scission of the C(sp 3 )–H Bond in Alkyl Chlorides
Author(s) -
Liu Yu,
Zhang JiaLing,
Song RenJie,
Li JinHeng
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301849
Subject(s) - chemistry , alkyl , bond cleavage , medicinal chemistry , chloride , photochemistry , organic chemistry , catalysis
Abstract A general and conceptually novel method for preparing polychloro‐substituted pyrrolidin‐2‐ones and indeno[2,1‐ c ]pyrrol‐3(3a H )‐ones is established by visible‐light‐facilitated 5‐ exo‐trig cyclization of 1,6‐dienes with alkyl chlorides through selectively splitting the C(sp 3 )–H bond adjacent to the chloride atom to form an alkyl radical.