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

Preview

PDF - Published Version Available under License Creative Commons Attribution. Download (1MB) | Preview

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:	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

Citation Data

Cited 13 times in Scopus. View in Scopus. Powered By Scopus® Data

Actions (repository staff only)

Edit Item