14067-87-9Relevant academic research and scientific papers
Sulfonyl azides acylsulfonamide derivatives and their use for production of derivative.
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Paragraph 0033-0034, (2017/06/03)
PROBLEM TO BE SOLVED: To provide a click reaction having bioorthogonality and high versatility.SOLUTION: Sulfonyl amidines and acylsulfonamides are manufactured by using thioamide and sulfonyl azide. The reaction is a novel click reacting having no need of additives and bioorthogonality and high versatility with proceeding under a mild condition and in a solution.
Coupling reaction of thioamides with sulfonyl azides: An efficient catalyst-free click-type ligation under mild conditions
Aswad, Muhammad,Chiba, Junya,Tomohiro, Takenori,Hatanaka, Yasumaru
supporting information, p. 10242 - 10244 (2013/10/22)
We report a coupling reaction of thioamides and sulfonyl azides to generate sulfonyl amidines in the absence of any activation additives. The reaction progresses in various solvents under mild conditions. Water exhibits the highest performance with respect to efficiency.
REACTIONS OF IMIDIC ACID DERIVATIVES WITH NUCLEOPHILIC REAGENTS. BIFUNCTIONAL CATALYSIS OF THE ARYLAMINOLYSIS OF ARYL N-PHENYLSULFONYLBENZIMIDATES IN CHLOROBENZENE
Skrypka, A. V.,Drizhd, L. P.,Savelova, V. A.
, p. 971 - 976 (2007/10/02)
The kinetics of the reaction of aryl N-phenylsulfonylbenzimidates PhC(OArX)=NSO2Ph with aniline in chlorobenzene at 25 deg C are characterized by first-order in the imidate and third and fourth order in the arylamine.The reaction is accelerated by phenols, pyridines, acetic acid, and 2-hydroxypyridines and is described by a kinetic equation of first order in each of the reagents and in the catalyst (in the monomeric form).The catalytic activity of the ring-substituted 2-hydroxypyridines does not depend on the nature of the substituent.This fact and the high activity of the acetic acid and 2-hydroxypyridines compared with the monofunctional compounds are explained by a bifunctional mechanism of catalysis.
USE OF ANALOGIES IN THE DEVELOPMENT OF METHODS FOR THE SYNTHESIS OF N1-ARYL-N2-(ARYLSULFONYL)-ARYLAMIDINES
Dubina, V. L.,Shchebitchenko, L. N.,Kozak, I. Yu.,Dubina, N. V.
, p. 2323 - 2328 (2007/10/02)
A comparative analysis is made of methods for the synthesis of the amides of carboxylic acids and N-arylsulfonyl-substituted amidines.Analogies in the structures of these groups of compounds can be used for the development of new methods for the production of the amidines.
SYNTHESIS AND AROMATIZATION OF INDOLE DERIVATIVES OF N-IMIDOYLDIHYDROAROMATIC COMPOUNDS
Sheinkman, A. K.,Kozak, I. Yu.,Zemskii, B. P.
, p. 768 - 772 (2007/10/02)
The reaction of indole (methylindoles) with a number of pyridine bases, imidazole, and benzimidazole in the presence of benzimidazolyl chlorides gave N-imidoyl derivatives of dihydro-α(γ)-3-indolylheterocyclic compounds, the aromatization of which under the influence of triphenylmethyl perchlorate or 1-oxo-2,2,6,6-tetramethylpiperidinium perchlorate leads to perchlorates of N-imidoyl heteroaromatic cations.
REACTIVITY OF N-SUBSTITUTED BENZIMIDOYL CHLORIDES WITH ANILINE IN BENZENE
Mikhailov, B. A.,Drizhd, L. P.,Litvinenko, L. M.,Bondarenko, L. I.,Savelova, V. A.
, p. 1309 - 1313 (2007/10/02)
The kinetics of the reaction of N-substituted benzimidoyl chlorides C6H5C(Cl)=NR with aniline in benzene at 25 deg C were studied.The results were compared with the reactivity of benzoyl chloride C6H5C(Cl)=O and thiobenzoyl chloride C6H5C(Cl)=S.On the basis of the high sensitivity of the process to the introduction of a substituent R at the nitrogen atom in the imidoyl chloride molecule it is concluded that the C=N bond takes part as "reactant" in a nucleophilic substitution mechanism.
