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Metal‐Free Annulation of Arenes with 2‐Aminopyridine Derivatives: The Methyl Group as a Traceless Non‐Chelating Directing Group
Author(s) -
Manna Srimanta,
Matcha Kiran,
Antonchick Andrey P.
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201403712
Subject(s) - annulation , 2 aminopyridine , chemistry , group (periodic table) , chelation , regioselectivity , benzimidazole , combinatorial chemistry , metal , methyl group , functional group , intermolecular force , medicinal chemistry , organic chemistry , catalysis , molecule , polymer
A novel annulation reaction between 2‐aminopyridine derivatives and arenes under metal‐free conditions is described. The presented intermolecular transformation provided straightforward access to the important pyrido[1,2‐ a ]benzimidazole scaffold under mild reaction conditions. The unprecedented application of the methyl group of methylbenzenes as a traceless, non‐chelating, and highly regioselective directing group is reported.