4115-16-6Relevant articles and documents
Direct Transformation of Terminal Alkynes into Amidines by a Silver-Catalyzed Four-Component Reaction
Liu, Binbin,Ning, Yongquan,Virelli, Matteo,Zanoni, Giuseppe,Anderson, Edward A.,Bi, Xihe
supporting information, p. 1593 - 1598 (2019/01/30)
An unprecedented conversion of terminal alkynes into N-sulfonimidamides (amidines) is reported by a silver-catalyzed, one-pot, four-component reaction with TMSN3, sodium sulfinate, and sulfonyl azide. The reaction scope includes both aromatic and aliphatic alkynes. A possible cascade reaction mechanism, consisting of alkyne hydroazidation, sulfonyl radical addition, 1,3-dipolar cycloaddition by TMSN3, and retro-1,3-dipolar cycloaddition, is proposed. TMSN3 is found to play an essential role in each step of the reaction.
N-HALOAMIDINES.VI. REACTION OF N-CHLORO-N'-BENZENESULFONYLBENZAMIDINES WITH ENAMINES.
Rossi, E.,Stradi, R.,Benedusi, A.
, p. 4785 - 4792 (2007/10/02)
The reaction between N-chloro-N'-benzenesulfonylbenzamidines and β,β-disubstituted enamines affords N-(benzenesulfonyl)-N'--benzamidines.When both β-substituents are methyl groups the open chain adducts have been isolated and characterized, whereas, when one of the two substituents is a phenyl group, they have been characterized only by PMR because of the easy cyclization to 1-benzenesulfonyl-4,5-dihydroimidazoles.
N2-(ARYLSULFONYL)ARYLAMIDINES. SYNTHESIS AND PROPERTIES OF N2-(ARYLSULFONYL)ARYLAMIDINES AND THEIR N1-ACYL DERIVATIVES
Dubina, V. L.,Shebitchenko, L. N.,Pedan, V. P.,Yukhno, A. G.,Skripets, V. I.
, p. 691 - 696 (2007/10/02)
The reaction of carboxylic acid chlorides with N2-(arylsulfonyl)benzamidines was investigated.Conditions were found for the production of N2-arylsulfonyl-N1-acylbenzamidines and N2-arylsulfonyl-N1,N1-diacylbenzamidines.The hydrolysis and ammonolysis of the compounds were studied, and their IR spectra are discussed.It was established that the reactin of arenesulfonamides with the nitriles of aromatic acids in the presence of the alkaline or acidic catalysts leads to the formation of N2-(arylsulfonyl)amidines.