Categories: C-Si Bond Formation > Silanes

Synthesis of acylsilanes

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Recent Literature

Treatment of chlorobis(methyldiphenylsilyl)methyllithium with various Grignard reagents and CuCN·2LiCl afforded 1,1-disilylalkylcopper species. Subsequent aerobic oxidation provided various acylsilanes in good yields. The preparation of 1-cyano-1-silylalkylcopper species via consecutive double 1,2-migration of alkyl and cyano groups is described.
J. Kondo, A. Inoue, Y. Ito, H. Shinokubo, K. Oshima, Tetrahedron, 2005, 61, 3361-3369.

A Cu-catalyzed carbonylative silylation of unactivated alkyl halides enables an efficient synthesis of alkyl-substituted acylsilanes in high yield. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary, and tertiary alkyl halides are all applicable.
L.-J. Cheng, N. P. Mankad, J. Am. Chem. Soc., 2020, 142, 80-84.