Literature DB >> 28661677

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

James N Ayres1, Matthew W Ashford1, Yannick Stöckl1, Vassili Prudhomme1, Kenneth B Ling2, James A Platts1, Louis C Morrill1.   

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.

Entities:  

Year:  2017        PMID: 28661677     DOI: 10.1021/acs.orglett.7b01710

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  SO2F2-Mediated one-pot cascade process for transformation of aldehydes (RCHO) to cyanamides (RNHCN).

Authors:  Yiyong Zhao; Junjie Wei; Shuting Ge; Guofu Zhang; Chengrong Ding
Journal:  RSC Adv       Date:  2020-05-04       Impact factor: 4.036

  1 in total

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