84672-52-6Relevant academic research and scientific papers
Synthesis of Sulfonamide-Based Ynamides and Ynamines in Water
Zhao, Lei,Yang, Hongyi,Li, Ruikun,Tao, Ye,Guo, Xiao-Feng,Anderson, Edward A.,Whiting, Andrew,Wu, Na
, p. 1938 - 1947 (2021/01/14)
Ynamides, though relatively more stable than ynamines, are still moisture-sensitive and prone to hydration especially under acidic and heating conditions. Here we report an environmentally benign, robust protocol to synthesize sulfonamide-based ynamides and arylynamines via Sonogashira coupling reactions in water, using a readily available quaternary ammonium salt as the surfactant.
Palladium-catalyzed intramolecular oxidative coupling involving double C(sp2)-H bonds for the synthesis of annulated biaryl sultams
Laha, Joydev K.,Jethava, Krupal P.,Dayal, Neetu
, p. 8010 - 8019 (2015/03/18)
The palladium-catalyzed intramolecular oxidative coupling described herein involves a double C(sp2)-H bond functionalization in sulfonanilides, providing a workable access to biaryl sultams annulated into a six-membered ring that are otherwise difficult to obtain by literature methods. The other synthetic applications of this protocol including the synthesis of biaryl sultams containing a seven-membered ring and analogous sultones are also presented.
Synthesis of Oxindoles through the gold-catalyzed oxidation of N-arylynamides
Yang, Liu-Qing,Wang, Kai-Bing,Li, Chuan-Ying
, p. 2775 - 2779 (2013/06/27)
α-Oxo gold carbenoids generated by the oxidation of N-arylynamides can be trapped intramolecularly at the ortho position of the aryl ring to give functionalized oxindoles under mild reaction conditions. Pyridine N-oxide works as the oxidant, ligand, and base in this transformation. Copyright
ZnO and ZnO-nanoparticles: Efficient and reusable heterogeneous catalysts for one-pot synthesis of N-acylsulfonamides and sulfonate esters
Tamaddon, Fatemeh,Sabeti, Mohammad Reza,Jafari, Abbas Ali,Tirgir, Farhang,Keshavarz, Elham
, p. 41 - 45 (2012/01/12)
Commercially available and preparative ZnO nanoparticles are reported as efficient and reusable catalysts for the chemoselective synthesis of N-acylsulfonamides and sulfonate esters. A one-pot sequential sulfonylation and acylation of amines took place to afford the N-acylsulfonamides in excellent yields under solvent-free conditions. The ZnO catalyst can be reused for without significant loss of catalytic activity.
A novel and efficient solvent-free and heterogeneous method for the synthesis of primary, secondary and bis-N-acylsulfonamides using metal hydrogen sulfate catalysts
Massah, Ahmad Reza,Asadi, Beheshteh,Hoseinpour, Mahdieh,Molseghi, Azadeh,Kalbasi, Roozbeh Javad,Javaherian Naghash, Hamid
experimental part, p. 7696 - 7705 (2009/12/04)
Some metal hydrogen sulfates were used as acid catalysts in the N-acylation of different sulfonamides using carboxylic acid chlorides and anhydrides as acylating agents under both heterogeneous and solvent-free conditions. Al(HSO4)3
Chemical and Spectroscopical Evidence for an Electron-Transfer Mechanism in the Reaction of Arenesulfonyl Chlorides with Anions
Asensio, Gregorio,Nunez, Elena Gonzalez,Rodrigo, Maria Jose,Varea, Teresa
, p. 1799 - 1802 (2007/10/02)
The reaction of amide and amidate anions 2 with p-toluenesulfonyl chloride (1) under different reaction conditions gives rise to the total or partial reduction of the acyl halide to p-toluenesulfinic acid (5) and acylation compounds in variable amounts depending on the crowding at the anionic center.This indicates that a Single-Electron Transfer (SET) mechanism is involved in the reactions of 1 with anions.Unpaired electron species are detected by ESR in the course of the reactions. - Key Words: Arene sulfonyl chlorides/ Electron transfer (ET) mechanism
