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Chemistry of sulfonylmethyl isocyanides. 13. A general one-step synthesis of nitriles from ketones using tosylmethyl isocyanide. Introduction of a one-carbon unit

Otto H. Oldenziel, Daan Van Leusen, Albert M. Van Leusen*

*Department of Organic Chemistry, Groningen University, Nijenborgh 16, 9747 AG Groningen, The Netherlands

O. H. Oldenziel, D. Van Leusen, A. M. Van Leusen, J. Org. Chem., 1977, 42, 3114-3118.

DOI: 10.1021/jo100004c


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Abstract

Tosylmethyl isocyanide allows an efficient conversion of ketones into nitriles by adding one carbon unit to a ketone without formation of an α-hydroxy group. The synthesis of nitriles is applicable to a broad range of ketones.

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Key Words

Van Leusen Reaction, Nitriles


ID: J42-Y1977-0190