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Synthesis 1993; 1993(1): 41-42
DOI: 10.1055/s-1993-25786
short paper
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Metalation Reactions; Part XIX. One-Step Synthesis of Five-Membered Heterocyclic Compounds Involving the Dilithiated Species 2-Lithio[(1-lithio-1-methylethyl)sulfonyl]benzene

M. G. Cabiddu* , S. Cabiddu, C. Fattuoni, C. Floris, G. Gelli, S. Melis
  • *Dipartimento di Scienze Chimiche, Università, Via Ospedale n. 72, I-09124 Cagliari, Italy
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Publication Date:
17 September 2002 (online)

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A novel synthesis is described for the preparation of five-membered heterocycles containing the sulfonyl group via dilithiation of (isopropylsulfonyl)benzene followed by reaction with gem-dihalo compounds, esters or acyl halides. Thus, 2,3-dihydro-1-benzothiophene 1,1-dioxides, 2,3-dihydro-1,3-benzothiasilole 1,1-dioxides and a 1,3-benzodithiole 1,1-dioxide are obtained in good yields.