10504-92-4Relevant articles and documents
Photolysis of p-Toluenesulfonyl Azide and Its Charge-Transfer Complex with Aniline
Hoyle, C. E.,Lenox, R. S.,Christie, P. A.,Shoemaker, R. A.
, p. 2056 - 2061 (1983)
Photolysis of p-toluenesulfonyl azide (1) in p-xylene and cyclohexane gives primarily the products derived from insertion of (p-tolylsulfonyl)nitrene into the solvent.For p-xylene, an unstable intermediate product is formed which decomposes in the dark at room temperature to give both the ring-insertion product and the corresponding p-toluenesulfonamide (2).Photolysis of the ground-state charge-transfer complex between p-toluenesulfonyl azide and aniline gives six products, the major product being the sulfonyl hydrazide 7.Furthermore, formation of the insertion product by reaction with the solvent provides evidence for production of (p-tolylsulfonyl)nitrene from the excited charge-transfer complex.
AgOTf catalyzed direct amination of benzyl alcohols with sulfonamides
Sreedhar,Surendra Reddy,Amarnath Reddy,Neelima,Arundhathi
, p. 8174 - 8177 (2007)
AgOTf catalyzed direct amination of primary alcohols with sulfonamides is described. This effective catalyst requires no preactivation of the hydroxy group of alcohols and the reaction is environmentally benign with water as a by-product. Various primary alcohols on amination with sulfonamides gave the corresponding products in moderate to good yields.
B(C6F5)3-catalyzed transfer hydrogenation of imines and related heteroarenes using cyclohexa-1,4-dienes as a dihydrogen source
Chatterjee, Indranil,Oestreich, Martin
, p. 1965 - 1968 (2015)
The strong boron Lewis acid tris(pentafluorophenyl) borane, B(C6F5)3, is shown to abstract a hydride from suitably donor-substituted cyclohexa-1,4-dienes, eventually releasing dihydrogen. This process is coupled with the FLPtype (FLP = frustrated Lewis pair) hydrogenation of imines and nitrogen-containing heteroarenes that are catalyzed by the same Lewis acid. The net reaction is a B(C 6F5)3-catalyzed, i.e., transition-metal-free, transfer hydrogenation using easy-toaccess cyclohexa-1,4-dienes as reducing agents. Competing reaction pathways with or without the involvement of free dihydrogen are discussed.
Electrosynthesis of Arylsulfonamides from Amines and Sodium Sulfinates Using H2O-NaI as the Electrolyte Solution at Room Temperature
Zhang, Chen,Chen, Yibin,Yuan, Gaoqing
, p. 1277 - 1282 (2016)
With H2O as the solvent and NaI as the supporting electrolyte, a green and efficient electrochemical route has been developed to synthesize arylsulfonamides via I2electrogenerated in situ at a graphite anode to promote the reaction of sodium sulfinates with aromatic or aliphatic primary and secondary amines. The target products could be obtained in good to excellent yields at room temperature.
Solid phase synthesis of sulfonamides using a carbamate linker
Raju,Kogan, Timothy P.
, p. 3373 - 3376 (1997)
A method for the synthesis of sulfonamides on a solid support by immobilizing amines through the nitrogen atom using a carbamate linkage is described.
Elimination of benzotriazolyl group in N-(α -benzotriazol-1-ylalkyl)amides and N-(α -benzotriazol-1-ylalkyl)sulfonamides: Their self-coupling and cross-coupling reactions with carbonyl compounds
Wang, Xiaoxia,Liu, Yongjun,Zhang, Yongmin
, p. 8257 - 8263 (2003)
The elimination of benzotriazolyl group from N-(α -benzotriazol-1-ylalkyl)amides and N-(α -benzotriazol-1-ylalkyl)sulfonamides are readily realized with samarium diiodide as a reducing agent. The resulting intermediates undergo a dimerization or cross-coupling reaction with carbonyl compounds, thus affording the corresponding dimers or α-hydroxyalkylated sulfonamides in moderate yields.
New reactivity of methoxyhydridosilane in the catalytic activation system
Hojo, Makoto,Murakami, Chikara,Fujii, Atsuko,Hosomi, Akira
, p. 911 - 914 (1999)
Hydroxy esters are reduced by trimethoxysilane in the presence of a catalytic amount of lithium methoxide to yield diols, while for simple esters the alcohol exchange reaction takes place preferentially. Through the exchange reaction, lactones, without a hydroxy group are reduced. Tosylimines are also reduced in the system.
A novel method for the synthesis of vicinal disulfonamides promoted by metallic samarium in aqueous media
Liu, Xi,Liu, Yunkui,Zhang, Yongmin
, p. 6787 - 6789 (2002)
A new method to synthesize vicinal disulfonamides by reductive coupling of N-sulfonylimines in Sm/HCl/THF has been developed and various reaction conditions have been studied.
The effect of coordination on the reaction of N-tosyl imines with diethylzinc
Gao, Feifeng,Deng, Minzhi,Qian, Changtao
, p. 12238 - 12243 (2005)
The effect of coordination on the reaction of N-tosyl imines and diethylzinc was studied in detail. It showed that there was strong coordination between N-tosyl imine and diethylzinc. Due to this coordination, N-tosyl imines could be reduced directly thro
Nickel/Photoredox Dual Catalytic Cross-Coupling of Alkyl and Amidyl Radicals to Construct C(sp3)-N Bonds
Zhou, Shaofang,Lv, Kang,Fu, Rui,Zhu, Changlei,Bao, Xiaoguang
, p. 5026 - 5034 (2021/05/07)
The construction of C(sp3)-N bonds via direct radical-radical cross-coupling under benign conditions is a desirable but challenging approach. Herein, the cross-coupling of alkyl and amidyl radicals to build aliphatic C-N bonds in a concise, mild, and oxid
