Work

Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates

Year: 2019

Type: article

Abstract: We report a Ni-catalyzed diborylative cyclization of enynes that affords carbo- and heterocycles containing both alkyl- and alkenylboronates. The reaction is fully atom-economical, shows a broad scope, and employs a powerful and inexpensive catalytic Ni-based system. The reaction mechanism seems to involve activation of the enyne by Ni(0) through oxidative cyclometalation of the enyne prior to diboron reagent activation. An unprecedented dinuclear bis(organometallic) Ni(I) intermediate complex was isolated.

Source: Organic Letters

DOI: 10.1021/acs.orglett.9b02485

Authors: Natalia Cabrera-Lobera, M. Teresa Quirós, William W. Brennessel, Michael L. Neidig, Elena Buñuel, Diego J. Cárdenas

Institutions: Universidad Autónoma de Madrid, University of Rochester

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green