4004-96-0Relevant academic research and scientific papers
PTAB mediated open air synthesis of sulfonamides, thiosulfonates and symmetrical disulfanes
Sarkar, Debayan,Ghosh, Manoj Kumar,Rout, Nilendri
supporting information, p. 2360 - 2364 (2018/05/24)
A facile methodology has been described which has successfully simplified the generation of sulfonamides, thiosulfonates and symmetric disulfanes. This “trio” of reactions occur in an open air metal free atmosphere and has also been scaled up to grams making it suitable for commercialization. The reactions also have been successfully carried out with asymmetric variants, thus contributing to the chiral pool. The user friendly “trio” enables easy generation of these versatile sulfur analogues and the reaction condition employed depict an economic outline.
DBN hexafluorophosphate salts as convenient sulfonylating and phosphonylating agents
Jones, Caroline S.,Bull, Steven D.,Williams, Jonathan M. J.
supporting information, p. 8452 - 8456 (2016/09/28)
Air-stable N-sulfonyl and N-phosphonyl DBN hexafluorophosphate salts have been synthesised under mild conditions as sulfonylating and phosphonylating agents. These salts are highly efficient in the sulfonylation and phosphonylation of a range of N- and O-nucleophiles to generate sulfonamides, sulfonate esters, phosphoramidates and phosphonate esters in good yields.
Ultrasound-promoted green approach for the synthesis of sulfonamides using natural, stable and reusable Natrolite nanozeolite catalyst at room temperature
Nasrollahzadeh, Mahmoud,Ehsani, Ali,Rostami-Vartouni, Akbar
, p. 275 - 282 (2013/10/01)
Natural Natrolite nanozeolite has been investigated as an efficient and reusable catalyst for the N-sulfonylation of amines under ultrasound irradiation at room temperature. Compared with traditional methods, the significant advantages for method are green solvent, milder and cleaner conditions, higher purity and yields, shorter reaction time, easier work-up procedure and the lower generation of waste or pollutions. The catalyst can be recovered and reused several times without significant loss of its catalytic activity.
One-step cyclization: Synthesis of N -heteroalkyl-N′-tosylpiperazines
Huang, Jianying,Xu, Weiyuan,Xie, Hujun,Li, Shijun
, p. 7506 - 7511 (2012/10/29)
Piperazine derivatives are important intermediates in organic synthesis and useful building blocks in pharmaceutical and fine chemical industries. Currently available synthetic routes for these heterocyclic compounds have limited scope owing to the harsh reaction conditions, low yields, and multistep process. Herein, we reported a practical method for synthesis of alkyl-, alcohol-, amine-, and ester-extended tosylpiperazines under mild conditions with moderate to high yields. This protocol exhibits potential applicability in the synthesis of pharmaceuticals and natural products because of the operational simplicity and the conveniently available reactants. On the basis of the experimental and theoretical results, a plausible mechanism of aliphatic nucleophilic substitution (SN) in the cyclization has been postulated and evidence for the formation of a six-membered ring has also been confirmed by means of density functional theory (DFT) calculations.
One-Pot synthesis of sulfonamides from primary and secondary amine derived sulfonate salts using cyanuric chloride
Rad, Mohammad Navid Soltani,Khalafi-Nezhad, Ali,Asrari, Zeinab,Behrouz, Somayeh,Amini, Zohreh,Behrouz, Marzieh
experimental part, p. 3983 - 3988 (2010/03/26)
A convenient, mild and efficient one-pot synthesis of new sulfonamides is described. The reaction of primary or secondary amine derived sulfonate salts in the presence of cyanuric chloride, triethylamine as base, and anhydrous acetonitrile as solvent at room temperature gives the corresponding sulfonamides in good to excellent yields. Georg Thieme Verlag Stuttgart.
Base-free monosulfonylation of amines using tosyl or mesyl chloride in water
Kamal, Ahmed,Reddy, J. Surendranadha,Bharathi, E. Vijaya,Dastagiri
, p. 348 - 353 (2008/09/17)
A mild and efficient procedure has been developed for the monosulfonylation of various amines using mesyl or tosyl chlorides in water at room temperature to afford the corresponding sulfonamides in high yields.
Orally Active, Nonpeptide Oxytocin Antagonists
Evans, Ben E.,Leighton, James L.,Rittle, Kenneth E.,Gilbert, Kevin F.,Lundell, George F.,et al.
, p. 3919 - 3927 (2007/10/02)
The first nonpeptide antagonists of the neurohypophyseal hormone, oxytocin (OT) are described.Derivatives of the spiroindenepiperidine ring system, these compounds include L-366,509, an orally bioavailable OT antagonist with good in vivo duration.The potential use of these agents for treatment of preterm labor and their significance as new nonpeptide ligands for peptide receptors are discussed.
