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Palladium-Catalyzed One-Pot Synthesis of 2-Alkyl-2-arylcyanoacetates

Xiang Wang,* Anil Guram, Emilio Bunel, Guo-Qiang Cao, Jennifer R. Allen and Margaret M. Faul

*Chemical Process R&D, Amgen Inc., One Amgen Center Drive, Thousand Oaks, California 91320, Email: xiangwamgen.com

X. Wang, A. Guram, E. Bunel, G.-Q. Cao, J. R. Allen, M. M. Faul, J. Org. Chem., 2008, 73, 1643-1645.

DOI: 10.1021/jo7024338 (free Supporting Information)


Abstract

A one-pot procedure for the synthesis of 2-alkyl-2-arylcyanoacetates based on a Pd(OAc)2/dppf-catalyzed enolate arylation followed by in situ alkylation tolerates a diverse range of aryl and heteroaryl bromides, and provides a rapid entry to a wide range of products in very good to yield.

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Key Words

Arylation, Alkylation, Allylation, Propargylation


ID: J42-Y2008-0520