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Synthesis of Pyrroles through the CuH-Catalyzed Coupling of Enynes and Nitriles

Yujing Zhou, Lin Zhou, Luke T. Jesikiewicz, Peng Liu* and Stephen L. Buchwald*

*University of Pittsburgh, Pittsburgh, Pennsylvania 15260; Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States, Email: pengliupitt.edu, sbuchwalmit.edu

Y. Zhou, L. Zhou, L. T. Jesikiewicz, P. Liu, S. L. Buchwald, J. Am. Chem. Soc., 2020, 142, 9908-9914.

DOI: 10.1021/jacs.0c03859


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Abstract

An efficient copper hydride (CuH)-catalyzed enyne-nitrile coupling reaction provides polysubstituted N-H pyrroles bearing a broad range of functional groups in good yields with high regioselectivity. The Cu-based catalyst promotes both the initial reductive coupling and subsequent cyclization steps.

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Key Words

pyrroles, copper hydride, DMMS


ID: J48-Y2020