Synthesis of 2,5-bis( N,N-dialkylamino)thiophenes or 1-alkyl-2- N,N-dialkylamino-5-methylthiopyrroles from propargylic amines and isothiocyanates

Reaction of lithiated propargylic amines with isothiocyanates, followed by addition of t-BuOK, t-BuOH and methyl iodide gives either 2,5-bis( N,N-dialkylamino)thiophenes or 1-alkyl-2- N,N-dialkylamino-5-methylthiopyrroles depending on the temperature during the treatment with the base. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 1997-10, Vol.38 (41), p.7241-7242
Main Authors: Tarasova, Olga A., Nedolya, Nina A., Vvedensky, Vladimir Yu, Brandsma, Lambert, Trofimov, Boris A.
Format: Article
Language:English
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Summary:Reaction of lithiated propargylic amines with isothiocyanates, followed by addition of t-BuOK, t-BuOH and methyl iodide gives either 2,5-bis( N,N-dialkylamino)thiophenes or 1-alkyl-2- N,N-dialkylamino-5-methylthiopyrroles depending on the temperature during the treatment with the base. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)01680-8