Tetrahedron letters

A simple one-pot synthesis of hydroxylated and carboxylated aryl alkyl sulfides from various bromobenzenes

J Ko, J Ham, I Yang, J Chin, SJ Nam, H Kang

Index: Ko, Jaeyoung; Ham, Jungyeob; Yang, Inho; Chin, Jungwook; Nam, Sang-Jip; Kang, Heonjoong Tetrahedron Letters, 2006 , vol. 47, # 39 p. 7101 - 7106

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Citation Number: 15

Abstract

A simple one-pot synthesis of aryl alkyl sulfides from various bromobenzenes containing a hydroxy, hydroxymethyl, hydroxyethyl, and carboxylic acid group at-o,-m, and-p positions is reported here. The reaction proceeds through, in sequence, in situ protection of the hydroxy or carboxylic acid group by reaction with a Grignard reagent, lithium-halogen exchange, the formation of lithium thiolates, and the nucleophilic attack of lithium thiolates on various ...