Issue 69, 2016

Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN)

Abstract

Contrary to recent reports, the dehydrocoupling of pinacol borane and 9-borabicyclononane with a variety of amines, alcohols and thiols can be achieved under mild conditions without catalyst. This process involves the formation of Lewis acid–base adducts featuring a hydridic B–H in close proximity to an acidic Nu–H.

Graphical abstract: Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN)

Supplementary files

Article information

Article type
Communication
Submitted
23 Jul 2016
Accepted
02 Aug 2016
First published
02 Aug 2016

Chem. Commun., 2016,52, 10563-10565

Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN)

E. A. Romero, J. L. Peltier, R. Jazzar and G. Bertrand, Chem. Commun., 2016, 52, 10563 DOI: 10.1039/C6CC06096J

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