SYNTHESIS AND AMINE-INDUCED RING-OPENING OF SILYL-SUBSTITUTED THIOPHENE 1,1-DIOXIDES

Authors
GRONOWITZ S HORNFELDT AB LUKEVICS E PUDOVA O
Citation
S. Gronowitz et al., SYNTHESIS AND AMINE-INDUCED RING-OPENING OF SILYL-SUBSTITUTED THIOPHENE 1,1-DIOXIDES, Synthesis, (1), 1994, pp. 40-42
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
1
Year of publication
1994
Pages
40 - 42
Database
ISI
SICI code
0039-7881(1994):1<40:SAAROS>2.0.ZU;2-L
Abstract
Amine-induced ring-opening of the silylated thiophene 1,1-dioxides was used for the preparation of silyl-substituted dienes. Thus, the react ion of 2,5-dimethyl-3-trimethylsilylthiophene 1,1-dioxide (5) with pip eridine at 100 degrees C led to methylsilyl-6-(1-piperidino)-(2Z,4E)-2 ,4-hexadiene (8) and the piperidine-induced ring-opening of 2-methyl-5 -dimethylbutylsilylthiophene 1,1-dioxide gave butylsilyl-5-(1-piperidi no)-(1E,3E)-1,3-pentadiene (9) as the main product.