A. Bouillon, J. Lancelot, Jana Sopkova-de Oliveira Santos
Dec 8, 2003
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Tetrahedron
Abstract
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 compounds have been found to undergo Pd-catalysed coupling with arylhalides and authorise a strategy to produce new pyridines libraries.