Acyl iodides in organic synthesis: VII. Reactions with trialkyl(alkynyl)silanes,-germanes, and-stannanes |
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| Authors: | M. G. Voronkov A. A. Trukhina N. N. Vlasova R. G. Mirskov O. G. Yarosh |
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| Affiliation: | (1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia |
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| Abstract: | Reactions of acyl iodides R1COI (R1=Me, Ph) with trialkyl(alkynyl)silanes,-germanes, and stannanes (R2C≡CMR 3 3 ; M=Si, Ge, Sn) were studied. Acyl iodides reacted with the germanium and tin derivatives with cleavage of the M-Csp bond and formation of the corresponding trialkyl(iodo)germanes and-stannanes R 3 3 MI (M=Ge, Sn) and alkynyl ketones R1C(O)C≡CR2 and R1C(O)C≡CC(O)R1. By contrast, the reaction of acetyl iodide with ethynyl(trimethyl)silane gave only a small amount of 1,2-diiodovinyl(trimethyl) silance as a result of iodine addition at the triple bond. Bis(trimethylsilyl)ethyne failed to react with acetyl iodide. |
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