Tetrahedron Letters

Synthesis of substituted 2-mercaptobenzaldehydes and 2-substituted benzo [b] thiophenes

T Gallagher, DA Pardoe, RA Porter

Index: Gallagher, Timothy; Pardoe, David A.; Porter, Roderick A. Tetrahedron Letters, 2000 , vol. 41, # 28 p. 5415 - 5418

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Citation Number: 34

Abstract

The literature describes several methods for the preparation of 2-substituted benzo[b]thiophenes 3. 1 Most notably, the method of Hsaio et al. 2 gives benzo[b]thiophenes 3 from 2-mercaptobenzoic acids 1 via reduction, in situ S-alkylation and re-oxidation to benzaldehyde 2, which undergoes cyclisation as shown in Scheme 1. ... Reagents: (i) LiAlH4; (ii) XCH2EWG; (iii) SO3·C5H5N, (CH3)2SO, NEt3·EWGCO2Et, ... Reagents: (i) LiAlH4; (ii) XCH2EWG; (iii) SO3·C5H5N, ( ...

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