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Deoxycyanamidation of alcohols with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS)

Ayres, James, Ashford, Matthew, Stockl, Yannick, Prudhomme, Vassili, Ling, Kenneth B., Platts, James ORCID: https://orcid.org/0000-0002-1008-6595 and Morrill, Louis ORCID: https://orcid.org/0000-0002-6453-7531 2017. Deoxycyanamidation of alcohols with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS). Organic Letters 19 (14) , pp. 3835-3838. 10.1021/acs.orglett.7b01710

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Abstract

The first one-pot deoxycyanamidation of alcohols has been developed using N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) as both a sulfonyl transfer reagent and a cyanamide source, accessing a diverse range of tertiary cyanamides in excellent isolated yields. This approach exploits the underdeveloped desulfonylative (N–S bond cleavage) reactivity pathway of NCTS, which is more commonly employed for electrophilic C- and N-cyanation processes.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 1523-7060
Funders: EPSRC, DAAD
Date of First Compliant Deposit: 19 July 2017
Date of Acceptance: 29 June 2017
Last Modified: 04 May 2023 23:24
URI: https://orca.cardiff.ac.uk/id/eprint/101944

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