Issue 50, 2024

Copper-catalyzed silylation of aryl and alkenyl triflates with silylboronic esters avoiding base-mediated borylation

Abstract

Silylation of aryl and alkenyl triflates is found to occur readily with silylboronic esters as a silicon source under copper catalysis. The silyl moieties are exclusively installed into the organic frameworks through the preferential generation of a silylcopper species, wherein base-mediated direct borylation is totally suppressed. The combined use of tri-n-butylphosphine and 4,4′-diphenyl-2,2′-bipyridine as a ligand combination turned out to be indispensable for achieving the high catalytic activity.

Graphical abstract: Copper-catalyzed silylation of aryl and alkenyl triflates with silylboronic esters avoiding base-mediated borylation

Supplementary files

Article information

Article type
Communication
Submitted
02 Mar 2024
Accepted
01 May 2024
First published
02 May 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 6379-6382

Copper-catalyzed silylation of aryl and alkenyl triflates with silylboronic esters avoiding base-mediated borylation

S. Kamio, M. Nakamoto, T. Yamagishi, M. Oestreich and H. Yoshida, Chem. Commun., 2024, 60, 6379 DOI: 10.1039/D4CC01005A

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