119986-58-2Relevant academic research and scientific papers
Synthesis of Five-Membered Cyclic Guanidines via Cascade [3 + 2] Cycloaddition of α-Haloamides with Organo-cyanamides
Wang, Chuan-Chuan,Qu, Ya-Li,Liu, Xue-Hua,Ma, Zhi-Wei,Yang, Bo,Liu, Zhi-Jing,Chen, Xiao-Pei,Chen, Ya-Jing
, p. 3546 - 3554 (2021)
The convenient preparation of N2-unprotected five-membered cyclic guanidines was achieved through a cascade [3 + 2] cycloaddition between organo-cyanamides and α-haloamides under mild conditions in good to excellent yields (up to 99%). The corresponding cyclic guanidines could be easily transformed into hydantoins via hydrolysis.
The Bismarck Brown Y based functional polymer-bound palladium nanoparticles as a capable catalyst for the synthesis of N-arylsulfonyl cyanamides
Heydari, Somayyeh,Habibi, Davood
, p. 138 - 147 (2018)
The 4-(benzyloxy)benzyl chloride polymer-bound (BBC-Polym) was functionalized with Bismarck Brown Y (BBY: 4,4′-(1E,1E′)-1,3-phenylenebis(diazene-2,1-diyl)dibenzene-1,3-diamine (BBC-Polym@BBY), the corresponding novel nanoparticle Pd catalyst prepared by addition of PdCl2 (BBC-Polym@BBY@Pd), and the catalyst used as an efficient heterogeneous catalyst for the synthesis of a range of N-arylsulfonyl cyanamides from the reaction of arylcyanamides with arylsulfonyl chloride at r.t. in EtOH. Recyclability of the catalyst, high yield, short reaction times, and easy work up are the attracting features of this protocol.
Synthesis and Reactivity of N-Allenyl Cyanamides
Ayres, James N.,Williams, Matthew T.J.,Tizzard, Graham J.,Coles, Simon J.,Ling, Kenneth B.,Morrill, Louis C.
supporting information, p. 5282 - 5285 (2018/09/13)
N-Allenyl cyanamides have been accessed via a one-pot deoxycyanamidation-isomerization approach using propargyl alcohol and N-cyano-N-phenyl-p-methylbenzenesulfonamide. The utility of this novel class of allenamide was explored through derivatization, with hydroarylation, hydroamination, and cycloaddition protocols employed to access an array of cyanamide products that would be challenging to access using existing methods.
Deoxycyanamidation of Alcohols with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS)
Ayres, James N.,Ashford, Matthew W.,St?ckl, Yannick,Prudhomme, Vassili,Ling, Kenneth B.,Platts, James A.,Morrill, Louis C.
supporting information, p. 3835 - 3838 (2017/07/26)
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.
