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A Direct, Regioselective Palladium‐Catalyzed Synthesis of N ‐Substituted Benzimidazoles and Imidazopyridines
Author(s) -
Alonso Jorge,
Halland Nis,
Nazaré Marc,
R'kyek Omar,
Urmann Matthias,
Lindenschmidt Andreas
Publication year - 2011
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.201001423
Subject(s) - regioselectivity , chemistry , palladium , catalysis , combinatorial chemistry , binap , sequence (biology) , organic chemistry , enantioselective synthesis , biochemistry
Abstract Unsymmetric, N ‐substituted benzimidazoles and imidazopyridines can be prepared directly from 2‐halonitroarenes and amides through Pd(TFA) 2 /( R )‐BINAP‐catalyzed cross‐coupling and subsequent reductive aminocyclization. This sequence can be conducted by a one‐pot procedure. The method is versatile and allows the straightforward, regioselective preparation of these important nitrogen heterocycles.