Scope and Limitations of Auxiliary-Assisted, Palladium-Catalyzed Arylation and Alkylation of sp2 and sp3 C–H Bonds

…, GIF Santos, D Shabashov, O Daugulis

Index: Nadres, Enrico T.; Santos, Gerson Ivan Franco; Shabashov, Dmitry; Daugulis, Olafs Journal of Organic Chemistry, 2013 , vol. 78, # 19 p. 9689 - 9714

Full Text: HTML

Citation Number: 100

Abstract

The scope of palladium-catalyzed, auxiliary-assisted direct arylation and alkylation of sp2 and sp3 C–H bonds of amine and carboxylic acid derivatives has been investigated. The method employs a palladium acetate catalyst, substrate, aryl, alkyl, benzyl, or allyl halide, and inorganic base in tert-amyl alcohol or water solvent at 100–140° C. Aryl and alkyl iodides as well as benzyl and allyl bromides are competent reagents in this transformation ...