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N‐Heterocyclic‐Carbene‐Catalyzed Synthesis of 2‐Aryl Indoles
Author(s) -
Hovey M. Todd,
Check Christopher T.,
Sipher Alexandra F.,
Scheidt Karl A.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201405035
Subject(s) - carbene , chemistry , catalysis , aryl , combinatorial chemistry , organocatalysis , annulation , organic chemistry , enantioselective synthesis , alkyl
A convergent and efficient transition‐metal‐free catalytic synthesis of 2‐aryl‐indoles has been developed. The interception of a highly reactive and transient aza‐ ortho ‐quinone methide by an acyl anion equivalent generated through N‐hetereocyclic carbene catalysis is central to this successful strategy. High yields and a wide scope as well as the streamlined synthesis of a kinase inhibitor are reported.