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Pd‐Catalyzed Csp 2 H Functionalization of Heteroarenes via Isocyanide Insertion: Concise Synthesis of Di‐(Hetero)Aryl Ketones and Di‐(Hetero)Aryl Alkylamines
Author(s) -
Sharma Upendra K.,
Sharma Nandini,
Xu Jun,
Song Gonghua,
Van der Eycken Erik V.
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406562
Subject(s) - isocyanide , aryl , surface modification , chemistry , imine , catalysis , azole , combinatorial chemistry , hydrolysis , medicinal chemistry , organic chemistry , antifungal , medicine , alkyl , dermatology
We report herein an efficient Pd‐catalyzed direct CH bond functionalization of heteroarenes via an isocyanide insertion strategy for the synthesis of di‐(hetero)aryl ketones and di‐(hetero)aryl alkylamines. The methodology involves a three component reaction between an azole, a haloarene and an isocyanide resulting in the formation of an imine, which in turn is either hydrolyzed or reduced to get the desired product.