Cobalt-Catalyzed Acceptorless Dehydrogenative Coupling of Primary Alcohols to Esters

Keshav Paudel; Bedraj Pandey; Shi Xu; Daniela K Taylor; David L Tyer; Claudia Lopez Torres; Sky Gallagher; Lin Kong; Keying Ding

doi:10.1021/acs.orglett.8b01775

Cobalt-Catalyzed Acceptorless Dehydrogenative Coupling of Primary Alcohols to Esters

Org Lett. 2018 Aug 3;20(15):4478-4481. doi: 10.1021/acs.orglett.8b01775. Epub 2018 Jul 16.

Authors

Keshav Paudel^{1

2}, Bedraj Pandey¹, Shi Xu¹, Daniela K Taylor¹, David L Tyer¹, Claudia Lopez Torres¹, Sky Gallagher¹, Lin Kong¹, Keying Ding^{1

2}

Affiliations

¹ Department of Chemistry , Middle Tennessee State University , Murfreesboro , Tennessee 37132 , United States.
² Molecular Biosciences Program , Middle Tennessee State University , Murfreesboro , Tennessee 37132 , United States.

PMID: 30011216
DOI: 10.1021/acs.orglett.8b01775

Abstract

A novel catalytic system with a tripodal cobalt complex is developed for efficiently converting primary alcohols to esters. KO ^tBu is found essential to the transformation. A preliminary mechanistic study suggests a plausible reaction route that involves an initial Co-catalyzed dehydrogenation of alcohol to aldehyde, followed by a Tishchenko-type pathway to ester mediated by KO ^tBu.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.