An alkynylboronate cycloaddition strategy to functionalised benzyne derivatives

James D Kirkham; Patrick M Delaney; George J Ellames; Eleanor C Row; Joseph P A Harrity

doi:10.1039/c0cc01345e

An alkynylboronate cycloaddition strategy to functionalised benzyne derivatives

Chem Commun (Camb). 2010 Jul 28;46(28):5154-6. doi: 10.1039/c0cc01345e. Epub 2010 Jun 16.

Authors

James D Kirkham¹, Patrick M Delaney, George J Ellames, Eleanor C Row, Joseph P A Harrity

Affiliation

¹ Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, UK.

PMID: 20552132
DOI: 10.1039/c0cc01345e

Abstract

A new approach to benzyne precursors has been developed that involves the [4+2] cycloaddition of trimethylsilyl alkynylboronates with 2-pyrones, followed by oxidation and trifluoromethylsulfonylation of the boronate moiety.

Publication types

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

MeSH terms

Benzene Derivatives / chemistry*
Boronic Acids / chemistry*
Cyclization
Oxidation-Reduction
Pyrones / chemistry

Substances

Benzene Derivatives
Boronic Acids
Pyrones
benzyne