One-Step Synthesis of Thieno[3,2-b]thiophene 1,1-Dioxide Derivatives

Claudia Fattuoni; Michele Usai; M. Grazia Cabiddu; Enzo Cadoni; Stefania De Montis; Salvatore Cabiddu

doi:10.1055/s-2007-983716

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One-Step Synthesis of Thieno[3,2-b]thiophene 1,1-Dioxide Derivatives

Claudia Fattuoni*, Michele Usai, M. Grazia Cabiddu, Enzo Cadoni, Stefania De Montis, Salvatore Cabiddu
Dipartimento di Scienze Chimiche, Università di Cagliari, Cittadella Universitaria di Monserrato, SS. 554, Bivio per Sestu, 09042 Monserrato (CA), Italy
Fax: +39(070)6754388; e-Mail: cfattuon@unica.it;

Abstract

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Abstract

A rapid, one-step synthesis of thieno[3,2-b]thiophene 1,1-dioxide derivatives using direct bimetalation of 3-(methylsulfonyl)thiophene and ring closure with esters is described. Two iterative, one-pot monometalations of the same substrate allowed bifunctionalization with either equal or different groups, after electrophilic quenching.

Key words

thienothiophenes - metalations - lithiation - cyclizations - carbanions

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References

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