Preparation of annulated nitrogen-containing heterocycles via a one-pot palladium-catalyzed alkylation/direct arylation sequence.
[reaction: see text] A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic sp(2) C-H functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of highly substituted six- and seven-membered annulated pyrroles and pyrazoles were synthesized in a one-step process in good yields from readily accessible N-bromoalkyl pyrroles or pyrazoles and aryl iodides.
Blaszykowski
Christophe
C
Davenport Laboratories, Chemistry Department, University of Toronto, Ontario, Canada.
Aktoudianakis
Evangelos
E
Bressy
Cyril
C
Alberico
Dino
D
Lautens
Mark
M