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Ni-Catalyzed Reductive Dicarbofunctionalization of Nonactivated Alkenes: Scope and Mechanistic Insights

Wei Shu, Andrés García-Domínguez, M. Teresa Quirós, Rahul Mondal, Diego J. Cárdenas and Cristina Nevado*

*Department of Chemistry, University of Zurich, Winterthurerstrasse 190, Zurich CH 8057, Switzerland, Email: cristina.nevadochem.uzh.ch

W. Shu, A. García-Domínguez, M. T. Quirós, R. Mondal, D. J. Cárdenas, C. Nevado, J. Am. Chem. Soc., 2019, 141, 13812-13821.

DOI: 10.1021/jacs.9b02973



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Abstract

The combination of a Ni catalyst with TDAE as sacrificial reductant enables a dicarbofunctionalization of a broad range of olefins with two electrophilic carbon sources under reductive conditions via simultaneous formation of one C(sp3)-C(sp3) and one C(sp3)-C(sp2) bond with exquisite selectivity.


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Key Words

arylation, alkylation, TDAE, multicomponent reactions


ID: J48-Y2019