Issue 9, 2017

Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids

Abstract

By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN2, giving access to TMS-pinacol boronic ester products, was developed.

Graphical abstract: Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids

Supplementary files

Article information

Article type
Edge Article
Submitted
19 May 2017
Accepted
15 Jun 2017
First published
15 Jun 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2017,8, 6071-6075

Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids

C. Bomio, M. A. Kabeshov, A. R. Lit, S. Lau, J. Ehlert, C. Battilocchio and S. V. Ley, Chem. Sci., 2017, 8, 6071 DOI: 10.1039/C7SC02264F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements