An Alkyne Diboration/6π-Electrocyclization Strategy for the Synthesis of Pyridine Boronic Acid Derivatives

Helena Mora-Radó; Laurent Bialy; Werngard Czechtizky; María Méndez; Joseph P A Harrity

doi:10.1002/anie.201601084

An Alkyne Diboration/6π-Electrocyclization Strategy for the Synthesis of Pyridine Boronic Acid Derivatives

Angew Chem Int Ed Engl. 2016 May 4;55(19):5834-6. doi: 10.1002/anie.201601084. Epub 2016 Apr 5.

Authors

Helena Mora-Radó¹, Laurent Bialy², Werngard Czechtizky², María Méndez², Joseph P A Harrity³

Affiliations

¹ Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, UK.
² Sanofi, Industrial Park Hoechst, 65926, Frankfurt am Main, Germany.
³ Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, UK. j.harrity@sheffield.ac.uk.

PMID: 27059895
DOI: 10.1002/anie.201601084

Abstract

A new and efficient synthesis of pyridine-based heteroaromatic boronic acid derivatives is reported through a novel diboration/6π-electrocyclization strategy. This method delivers a range of functionalized heterocycles from readily available starting materials.

Keywords: boronic esters; diboration; electrocyclic reactions; nitrogen heterocycles; synthetic methods.