Issue 4, 2016

Synthesis of 1,1-diboronate esters by cobalt-catalyzed sequential hydroboration of terminal alkynes

Abstract

A cobalt complex of iminopyridine-oxazoline catalyzes sequential hydroboration of alkyl and aryl alkynes with pinacolborane to form 1,1-diboronate esters. The reactions proceed under mild conditions with high yields, high regioselectivity, and wide functional group tolerance. The synthetic utility of 1,1-di(boronates) is demonstrated by chemoselective monoarylation and stepwise diarylation through palladium-catalyzed Suzuki–Miyaura coupling reactions.

Graphical abstract: Synthesis of 1,1-diboronate esters by cobalt-catalyzed sequential hydroboration of terminal alkynes

Supplementary files

Article information

Article type
Research Article
Submitted
15 dec 2015
Accepted
24 jan 2016
First published
26 jan 2016
This article is Open Access
Creative Commons BY license

Org. Chem. Front., 2016,3, 434-438

Synthesis of 1,1-diboronate esters by cobalt-catalyzed sequential hydroboration of terminal alkynes

Z. Zuo and Z. Huang, Org. Chem. Front., 2016, 3, 434 DOI: 10.1039/C5QO00426H

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