Cobalt-catalyzed intermolecular hydroacylation of olefins through chelation-assisted imidoyl C-H activation
Seto, Yuan Wah
Date of Issue2015
School of Physical and Mathematical Sciences
A low-valent cobalt catalyst generated from cobalt(II) bromide, a diphosphine ligand, and zinc powder promotes intermolecular hydroacylation of olefins using N-3-picolin-2-yl aldimines as aldehyde equivalents, which affords, upon acidic hydrolysis, ketone products in moderate to good yields with high linear selectivity. The reaction is applicable to styrenes, vinylsilanes, and aliphatic olefins as well as to various aryl and heteroaryl aldimines. The cobalt catalysis features a distinctively lower reaction temperature (60 °C) compared with those required for the same type of transformations catalyzed by rhodium complexes (typically 130–150 °C).
© 2015 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by ACS Catalysis, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/acscatal.5b00581].