Palladium-catalyzed coupling of vinylogous amides with aryl halides: applications to the synthesis of heterocycles
[formula: see text] Described herein is the first example of the palladium-catalyzed coupling of vinylogous amides with aryl bromides and chlorides. The scope of this reaction with respect to the aryl component is investigated. Additionally, a tandem reaction sequence in which the above coupling is followed by an intramolecular Heck reaction is presented. These reactions can be applied to high-yielding, one-pot syntheses of nitrogen-containing heterocycles.
Edmondson
SD
Department of Medicinal Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, USA. scott_edmondson@merck.com
Mastracchio
A
Parmee
ER