Metal-free coupling of saturated heterocyclic sulfonylhydrazones with boronic acids

ALLWOOD, Daniel, BLAKEMORE, David C., BROWN, Alan D. and LEY, Steven V. (2014). Metal-free coupling of saturated heterocyclic sulfonylhydrazones with boronic acids. The Journal of Organic Chemistry, 79 (1), 328-338.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo402526z
Link to published version:: 10.1021/jo402526z

Abstract

The coupling of aromatic moieties with saturated heterocyclic partners is currently an area of significant interest for the pharmaceutical industry. Herein, we present a procedure for the metal-free coupling of 4-, 5-, and 6-membered saturated heterocyclic p-methoxyphenyl (PMP) sulfonylhydrazones with aryl and heteroaromatic boronic acids. This procedure enables a simple, two-step synthesis of a range of functionalized sp2−sp3 linked bicyclic building blocks, including oxetanes, piperidines, and azetidines, from their parent ketones. ■ INTRODUCTION

Item Type: Article
Research Institute, Centre or Group: Biomolecular Sciences Research Centre
Identification Number: 10.1021/jo402526z
Depositing User: Marguerite Lyons
Date Deposited: 13 Aug 2015 09:03
Last Modified: 13 Aug 2015 09:03
URI: http://shura.shu.ac.uk/id/eprint/10758

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