Aliphatic silyl thioketones containing an α-hydrogen atom undergo enethiolization to Z-α-silyl enethiols 2. Compounds 2 react with a variety of halides R3X to give open-chain α-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.
Bonini B.F., Comes-Franchini M., Fochi M., Mazzanti G., Peri F., Ricci A. (1996). Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfldes. JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I, 1996(23), 2803-2809 [10.1039/P19960002803].
Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfldes
Bonini B. F.;Comes-Franchini M.;Fochi M.;Mazzanti G.;Peri F.;Ricci A.
1996
Abstract
Aliphatic silyl thioketones containing an α-hydrogen atom undergo enethiolization to Z-α-silyl enethiols 2. Compounds 2 react with a variety of halides R3X to give open-chain α-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
