Tetrahedron

Selective metal-halogen exchange of 4, 4′-dibromobiphenyl mediated by lithium tributylmagnesiate

SJ Dolman, F Gosselin, PD O'Shea, IW Davies

Index: Dolman, Sarah J.; Gosselin, Francis; O'Shea, Paul D.; Davies, Ian W. Tetrahedron, 2006 , vol. 62, # 21 p. 5092 - 5098

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Citation Number: 23

Abstract

A selective metal–halogen exchange/electrophilic quench protocol on 4, 4′- dibromobiphenyl 4 that proceeds under non-cryogenic conditions is reported. This method provides an economic alternative to traditional transition-metal catalyzed cross-coupling chemistry to prepare various biaryls 7a–g. This novel route to functionalized biaryls was used as the basis for the kg-scale preparation of a biphenyl ketone 1, a key intermediate ...