Synthesis and Amine-Induced Ring-Opening of Silyl-Substituted Thiophene 1,1-Dioxides
- 1 January 1994
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1994 (01) , 40-42
- https://doi.org/10.1055/s-1994-25401
Abstract
Amine-induced ring-opening of the silylated thiophene 1,1-dioxides was used for the preparation of silyl-substituted dienes. Thus, the reaction of 2,5-dimethyl-3-trimethylsilylthiophene 1,1-dioxide (5) with piperidine at 100°C led to 3-trimethylsilyl-6-(1-piperidino)-(2Z,4E)-2,4-hexadiene (8) and the piperidine-induced ring-opening of 2-methyl-5-dimethylbutylsilylthiophene 1,1-dioxide gave 1-dimethylbutylsilyl-5-(1-piperidino)-(1E,3E)-1,3-pentadiene (9) as the main product.Keywords
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