title: Synthesis of substituted carbazoles, indoles, and dibenzofurans by vinylic to aryl palladium migration.
abstract: Substituted carbazoles, indoles, and dibenzofurans are readily prepared in moderate to excellent yields by the palladium-catalyzed cross-coupling of alkynes and appropriately substituted aryl iodides. This process proceeds by carbopalladation of the alkyne, heteroatom-directed vinylic to aryl palladium migration, and ring closure via intramolecular arylation or a Mizoroki-Heck reaction. Results from the deuterium labeling experiments are consistent with the proposed mechanism.
authors.affiliation: Department of Chemistry, Iowa State University, Ames, IA 50011, USA.
authors.forename: Jian
authors.initials: J
authors.lastname: Zhao
authors.forename: Richard C
authors.initials: RC
authors.lastname: Larock