79409-51-1Relevant articles and documents
AEROBIC OXIDATIVE SYNTHESIS OF SULFONAMIDE USING Cu CATALYST
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Paragraph 0033-0037; 0039-0054; 0101-0102, (2021/04/06)
The present invention relates to a method for oxidative synthesis of sulfonamides using copper catalysts. , Oxygen (O) is used. 2 The oxidative synthesis of sulfonamides (1) comprises reacting a 2 th or sulfonyl hydrazide primary amine with a sulfonyl hydrazide (sulfonamide) with a copper catalyst on a solvent under the conditions in which the sulphonamide is fed. The oxidation coupling of the present invention showed extensive substrate ranges in an amine comprising a 2 primary amine, 1 primary amine and amine hydrochloride salt. It is worth notable that non-reactive aliphatic sulfonyl hydrazides in previously reported anaerobic systems can be used for the aerobic oxidation coupling of the present invention. The oxidation coupling of the present invention has been more effective on large scale.
Cu-catalyzed aerobic oxidative synthesis of sulfonamides from sulfonyl hydrazides and amines
Chung, Sohyun,Kim, Jinho
supporting information, p. 792 - 795 (2019/02/16)
An environmentally friendly route for sulfonamides has been developed. The oxidative coupling of sulfonyl hydrazides and amines was catalyzed by CuBr2 to produce various sulfonamides with the water and nitrogen gas as byproducts. Preliminary experiments revealed that the sulfonyl radical is likely to be involved in the reaction mechanism.
Copper-catalyzed electrophilic amination of sodium sulfinates at room temperature
Zhu, Haibo,Shen, Yajing,Deng, Qinyue,Tu, Tao
supporting information, p. 16573 - 16576 (2015/11/18)
By using O-benzoyl hydroxylamines as amine sources, the first convenient copper-catalyzed electrophilic amination of sodium sulfinates has been realized. Even with 2 mol% catalyst loading, the protocol provided an efficient and straightforward synthesis of a broad range of functional sulfonamides under ambient reaction conditions without an additional base and ligand. Based on the control experiments, a plausible mechanism was proposed.
In vitro and in vivo antileishmanial and trypanocidal studies of new N -benzene- and N -naphthalenesulfonamide derivatives
Galiana-Roselló, Cristina,Bilbao-Ramos, Pablo,Dea-Ayuela, M. Auxiliadora,Rolón, Miriam,Vega, Celeste,Bolás-Fernández, Francisco,García-Espa?a, Enrique,Alfonso, Jorge,Coronel, Cathia,González-Rosende, M. Eugenia
, p. 8984 - 8998 (2014/01/06)
We report in vivo and in vitro antileishmanial and trypanocidal activities of a new series of N-substituted benzene and naphthalenesulfonamides 1-15. Compounds 1-15 were screened in vitro against Leishmania infantum, Leishmania braziliensis, Leishmania gu
Development of a catalytic electron transfer system mediated by transition metal ate complexes: Applicability and tunability of electron-releasing potential for organic transformations
Uchiyama, Masanobu,Matsumoto, Yotaro,Nakamura, Shinji,Ohwada, Tomohiko,Kobayashi, Nagao,Yamashita, Natsuno,Matsumiya, Atsushi,Sakamoto, Takao
, p. 8755 - 8759 (2007/10/03)
We have developed a catalytic electron transfer (ET) system composed of a transition metal ate complex (Me3M(II)Li; M = Co(II), Mn(II), Fe(II)) and magnesium. This system (catalytic Me3M(II)Li/Mg) turned out to be effective for various ET reactions, such as the desulfonylation of N-phenylsulfonyl amides, and others (the chemoselective cleavage of O-allyl groups, the reduction of nitro groups, the partial reduction of diketones, and the reductive coupling of diphenyliodonium salt). The ET ability of this system can be tuned by changing the ligands of the ate complexes. This tunability was experimentally and electrochemically demonstrated: alkoxy-ligated and dianion-type ET ate complexes showed attenuated and enhanced reducing abilities, respectively. The modification of the ET abilities was evaluated by means of electrochemical measurements and chemical reactions. These results provide a basis for the design of various tailor-made ET ate complexes.
Application of the Intramolecular α-Aminoalkylation Reaction for the Synthesis of 2-Arylsulfonyl-1,2,3,4-tetrahydroisoquinolines
Lukanov, Ludmil K.,Venkov, Atanas P.,Mollov, Nikola M.
, p. 204 - 206 (2007/10/02)
The adducts of azomethines and sulfonyl chlorides (Method A) as well as hydroxymethylated sulfonamides (Method B) are used for the synthesis of 2-arylsulfonyl-1,2,3,4-tetrahydroisoquinolines 4a-q.
Chemistry of Organic Chloramines. Formation of Arenesulfonamides by Derivatization of Organic Chloramines with Sodium Arenesulfinates
Scully, Frank E.,Bowdring, Katherine
, p. 5077 - 5081 (2007/10/02)
Organic chloramines react rapidly with sodium benzenesulfinate or sodium toluenesulfinate to form arenesulfonamides.Derivatization was carried out by three different methods, one involving derivatization of pure chloramines and two involving derivatization of the chloramines generated in situ by reaction of the amine with sodium hypochlorite.Seventeen arenesulfonamides whose amine precursors included primary and secondary aliphatic amines, aromatic amines, and amino acids were synthesized in poor to excellent yields depending on the method used.Effects of structure,stability, and water solubility of the chloramine precursors are discussed.Benzenesulfonyl chloride can be isolated from the reaction of 10-4 M N-chloropiperidine with sodium benzenesulfinate.Competing hydrolysis of the sulfonyl chloride accounts for low yields of sulfonamide for dilute solutions of chloramine.
