55305-43-6Relevant articles and documents
Rhodium(III)-catalyzed cyanation of vinylic C-H bonds: N-cyano-N-phenyl-p-toluenesulfonamide as a cyanation reagent
Su, Wei,Gong, Tian-Jun,Xiao, Bin,Fu, Yao
, p. 11848 - 11851 (2015)
Rh(iii)-catalyzed direct vinylic C-H cyanation reaction has been developed as a practical method for the synthesis of alkenyl nitriles. N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS), a user-friendly cyanation reagent, was used in the transformation.
A boron-nitrogen transborylation enabled, borane-catalysed reductive cyanation of enones
Benn, Kieran,Nicholson, Kieran,Langer, Thomas,Thomas, Stephen P.
supporting information, p. 9406 - 9409 (2021/09/22)
Cyanation offers a simple method for the introduction of a nitrile group into organic molecules and an orthogonal route for the installation of a wide array of functional groups using simple transformations. Cyanation methods are dominated by transition metal catalysis and the use of hydrogen cyanide gas. Here, the electrophilic cyanation of enones was achieved using a main-group catalyst and a non-toxic, electrophilic cyanide source. This protocol was applied across a broad substrate scope including those containing reducible functional groups. Mechanistic studies indicated an amino-borane intermediate which underwent B-N transborylation (B-N/B-H exchange) to achieve catalytic turnover.
A practical method for N-cyanation of secondary amines and sulfonamides
Hang, Zhaojun,Li, Zuowa,Tong, Xiaowei,Wang, Zhao-yan,Xue, Weihua
, (2022/02/07)
Cyanamides are an important class of molecules. This work describes a facile synthesis of disubstituted cyanamides. Here, readily accessible 1-cyano-1, 2-benziodoxol-3-(1H)-one (CBX) was applied as a stable electrophilic cyanation reagent. Diverse secondary amines were effectively cyanated. Moreover, secondary sulfonamides proved to be suitable substrates and were readily converted to N-alkyl(aryl)-N-arylsulfonyl-cyanamides, as the significant building blocks of the organic transformation.