Premium
Metal‐Free 2,3‐Dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ)‐Mediated Cross‐Dehydrogenative‐Coupling (CDC) of Benzylic C( sp 3 )H Bonds and Vinylic C( sp 2 )H Bonds: Efficient One‐Pot Synthesis of 1 H ‐Indenes
Author(s) -
Wang He,
Zhao YuLong,
Li Lei,
Li ShaSha,
Liu Qun
Publication year - 2014
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.201400357
Subject(s) - chemistry , benzoquinone , intermolecular force , heteroatom , medicinal chemistry , alkyl , double bond , stereochemistry , coupling reaction , photochemistry , molecule , polymer chemistry , organic chemistry , catalysis
A novel 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ)‐promoted intermolecular cross‐dehydrogenative coupling reaction of alkyl C( sp 3 )H bonds not adjacent to heteroatoms with vinylic C( sp 2 )H bonds has been developed. This new strategy provides a new, environmentally friendly, and efficient protocol for the synthesis of polysubstituted 1 H ‐indenes in a single step via a radical‐initiated two C( sp 2 )C( sp 2 ) and C( sp 2 )C( sp 3 ) bond formation process.