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Oxidative Divergent Bicyclizations of 1,n‐Enynes through α‐C( sp 3 )–H Functionalization of Alkyl Nitriles
Author(s) -
Hu Ming,
Li Meng,
Tan FangLin,
Song RenJie,
Xie YeXiang,
Li JinHeng
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600926
Subject(s) - chemistry , surface modification , alkyl , nitrile , substrate (aquarium) , selectivity , medicinal chemistry , oxidative phosphorylation , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , biochemistry , oceanography , geology
A new, radical‐mediated, divergent bicyclization of 1,n‐enynes by α‐C( sp 3 )–H oxidative functionalization of alkyl nitriles is described using the Sc(OTf) 3 and Ag 2 O system. The reaction allows the selective functionalization of one or two C( sp 3 )−H bonds α to the nitrile group by both oxidants and the substitution effect co‐controlled the divergent bicyclization reactions, and offers a step‐ and atom‐economical access to diverse polycycles with broad substrate scope and high selectivity.