Tetrahedron

Synthesis of novel halopyridinylboronic acids and esters. Part 4: Halopyridin-2-yl-boronic acids and esters are stable, crystalline partners for classical Suzuki cross- …

A Bouillon, JC Lancelot, JS de Oliveira Santos, V Collot…

Index: Bouillon, Alexandre; Lancelot, Jean-Charles; Santos, Jana Sopkova De Oliveira; Collot, Valerie; Bovy, Philipppe R.; Rault, Sylvain Tetrahedron, 2003 , vol. 59, # 50 p. 10043 - 10049

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Citation Number: 98

Abstract

This paper describes some methods for the synthesis and the isolation of novel 5 or 6- halopyridin-2-yl-boronic acids and esters 3, 4, 7. These compounds are prepared via a regioselective halogen–metal exchange using n-butyllithium and subsequent quenching with triisopropylborate starting from appropriate dihalopyridines. All substrates studied to date provided a single regioisomeric boronic acid or ester product. Additionally, these ...