Acyl iodides in organic synthesis. Reaction of acyl iodides with triphenylethoxy- and triphenylhydroxysilane

The reaction of triphenylethoxysilane with acetyl or benzoyl iodide led to the formation of triphenyliodosilane and ethyl ester of the corresponding carboxylic acid. Triphenyliodosilane formed also in the reaction of triphenylsilanol with benzoyl iodide. These reactions comprise the new simplest met...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2009-11, Vol.45 (11), p.1621-1622
Main Authors: Voronkov, M. G, Tsyrendorzhieva, I. P, Rakhlin, V. I
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:The reaction of triphenylethoxysilane with acetyl or benzoyl iodide led to the formation of triphenyliodosilane and ethyl ester of the corresponding carboxylic acid. Triphenyliodosilane formed also in the reaction of triphenylsilanol with benzoyl iodide. These reactions comprise the new simplest method of preparation of the triphenyliodosilane (yield over 60%). The reaction product of triphenylhydroxysilane and acetyl iodide is triphenylacetoxysilane. The reactions of the studied acyl iodides with triphenylhydroxysilane is the first example of different regioselectivity of acetyl iodide and benzoyl iodide in reactions with organic and organoelemental compounds.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428009110074