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N-Cyanation of secondary amines using Trichloroacetonitrile

Ayres, James, Ling, Kenneth B. and Morrill, Louis 2016. N-Cyanation of secondary amines using Trichloroacetonitrile. Organic Letters 18 (21) , pp. 5528-5531. 10.1021/acs.orglett.6b02775

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Abstract

A one-pot N-cyanation of secondary amines has been developed using trichloroacetonitrile as an inexpensive cyano source. A diverse range of cyclic and acyclic secondary amines can be readily transformed into the corresponding cyanamides in good isolated yields, with the method successfully utilized in the final synthetic step of a biologically active rolipram-derived cyanamide. This approach exhibits distinct selectivity when compared to the use of highly toxic cyanogen bromide.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 1523-7060
Funders: EPSRC
Date of First Compliant Deposit: 19 October 2016
Date of Acceptance: 12 October 2016
Last Modified: 12 Oct 2017 05:39
URI: http://orca-mwe.cf.ac.uk/id/eprint/95452

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