Synlett

Synthesis of 4-nitrophenyl sulfones and application in the modified Julia olefination

D Mirk, JM Grassot, J Zhu

Index: Mirk, Daniela; Grassot, Jean-Marie; Zhu, Jieping Synlett, 2006 , # 8 p. 1255 - 1259

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Citation Number: 12

Abstract

Abstract 4-Nitrophenyl (NP) sulfones have been successfully employed in the modified Julia olefination reaction with carbonyl compounds. The olefination reaction proceeds through a sequence of aldol addition, Smiles rearrangement, and elimination. The sulfones are easily prepared in high yields in a two-step sequence starting from inexpensive commercially available para-fluoronitrobenzenes via nucleophilic aromatic substitution by a mercaptane ...