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Addition of trimethylsilyl cyanide to allenes with the aid of a palladium or nickel catalyst

โœ Scribed by Naoto Chatani; Takumi Takeyasu; Terukiyo Hanafusa

Book ID
104218473
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
227 KB
Volume
27
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The reaction of allenes with trimethylsilyl cyanide in the presence of a palladium or nickel catalyst provides functinalized vinylsilanes in good yields.

We have reported a new palladium-catalyzed reaction of trimethylsilyl cyanide (1) with acetylenes. 1) This reaction represents the first example for the addition of silyl cyanide across a carbon-carbon multiple bond. In order to extend the scope of the new catalytic reaction of 1, have been studied the reactions of 1 with allenes in the presence of a transition metal complex. We now wish to report that a palladium or nickel complex catalyses the addition of 1 to allenes. The new reaction gave functinalized vinysilanes in good yields.

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Indium tribromide: a highly effective ca
Indium tribromide: a highly effective catalyst for the addition of trimethylsilyl cyanide to ฮฑ-hetero-substituted ketones
โœ Marco Bandini; Pier Giorgio Cozzi; Paolo Melchiorre; Achille Umani-Ronchi ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 80 KB

The catalytic addition of trimethylsilyl cyanide (TMSCN) to a large variety of hetero-substituted ketones promoted by anhydrous InBr 3 has been studied. The low catalytic loading (0.1-1 mol%) and the mild experimental conditions required represent the key features of this novel catalytic system.