The Journal of organic chemistry

Synthesis of substituted carbazoles, indoles, and dibenzofurans by vinylic to aryl palladium migration

J Zhao, RC Larock

Index: Zhao, Jian; Larock, Richard C. Journal of Organic Chemistry, 2006 , vol. 71, # 14 p. 5340 - 5348

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Citation Number: 72

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 ...

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