90220-25-0

Upstream product

• 89987-96-2 1,2-bis(3-phenylpropyl)disulfane 
• 110-82-7 cyclohexane 
• 80639-68-5 3-phenyl-1-propanesulphonyl azide 
• 71-43-2 benzene 
• 63014-04-0 3-Phenyl-propane-1-sulfonyl chloride 
• 77357-68-7 sodium 3-phenylpropane sulfinate 
• 637-59-2 1-Bromo-3-phenylpropane 
• 90220-58-9 sodium 3-phenylpropane-1-sulfonate 

Downstream Products

• 93808-41-4 3-(3-Phenyl-propylsulfonyl)-1-butyl-harnstoff 
• 863912-76-9 N-(3-phenylpropylsulfonyl)-α-dehydrovaline 
• 881652-47-7 3-phenyl-4,5-dihydro-isothiazole 1,1-dioxide 
• 405307-10-0 C₃₀H₂₈BrN₇O₆S 
• 405307-83-7 C₂₆H₂₇N₅O₆S 
• 218601-34-4 N-[6-chloro-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]-3-phenylpropanesulfonamide 

Relevant academic research and scientific papers

Synthesis of Sulfones and Sulfonyl Derivatives using Sodium (tert-butyldimethylsilyl)oxymethanesulfinate

The present invention relates to a method for manufacturing a sulfone and sulfonyl derivative compound using sodium (tert-butyldimethylsilyl)oxymethanesulfinate, which is a novel organic sulfin salt, wherein the novel organic sulfin salt has good stability, environmental friendliness and economy, and is easy to handle, and thus significantly reduces the amount of transition metal catalysts and the amount of organic sulfin salts used when introducing aryl or alkenyl. Also, alkylation, arylation, amination, and fluorination are all possible during secondary functionalization. Therefore, the present invention can be usefully used in preparation and mass production of various kinds of sulfones and derivatives thereof including asymmetric sulfone derivatives.

Synthesis of Sultams and Cyclic N-Sulfonyl Ketimines via Iron-Catalyzed Intramolecular Aliphatic C-H Amidation

Cyclic sulfonamides (sultams) play a unique role in drug discovery and synthetic chemistry. A direct synthesis of sultams by an intramolecular C(sp3)-H amidation reaction using an iron complex in situ derived from Fe(ClO4)2 and aminopyridine ligand is reported. This strategy features a readily available catalyst and tolerates a broad variety of substrates as demonstrated by 22 examples (up to 89% yield). A one-pot iron-catalyzed amidation/oxidation procedure for the synthesis of cyclic N-sulfonyl ketimines is also realized with up to 92% yield (eight examples). The synthetic utility of the method is validated by a gram-scale reaction and derivatization of the products to ring-fused sultams.

A Versatile Reagent and Method for Direct Aliphatic Sulfonylation

An efficient methodology has been developed for the two-step synthesis of aliphatic sulfinate salts, sulfonamides, sulfonyl fluorides, and unsymmetrical sulfones on the basis of alkylation of a new versatile sulfonylating reagent. The new reagent is easily accessible in one step; the developed protocols are conducted under mild conditions and have a broad substrate scope. (Figure presented.).

Reaction of alkyl halides with rongalite: One-pot and telescoped syntheses of aliphatic sulfonamides, sulfonyl fluorides, and unsymmetrical sulfones

An efficient methodology has been developed for the one-pot or telescoped synthesis of aliphatic sulfonamides, sulfonyl fluorides, and unsymmetrical sulfones on the basis of interrupted alkylation of sodium hydroxymethylsulfinate (rongalite) with alkyl halides. The protocols are conducted under mild conditions, use inexpensive and shelf-stable reagents, and are not sensitive to air/moisture. These conditions can be applied in rapid parallel chemical synthesis, which was demonstrated by the preparation of a small sulfonamide library based on the core structure of the anticoagulant drug Tirofiban.

Arylalkane-sulfonamides having endothelin-antagonist activity

The invention relates to novel aryl-alkane-sulfonamides and their use as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as endothelin receptor antagonists.

Solution and Flash Vacuum Pyrolyses of 3-Arylpropanesulfonyl and 2-(Aryloxy)ethanesulfonyl Azides. Synthesis of 7-Membered Sultams

The solution and flash vacuum pyrolyses of 3-arylpropanesulfonyl azides have been studied and the results compared with those of the corresponding 2-arylethanesulfonyl azides.The best yields of 7-membered ring sultams are formed on solution decomposition in Freon 113.Hydrogen abstraction and solvent insertion products are obtained mainly in hydrocarbon solvents.The structure of the 7-membered sultams have been established unambiguously and an authentic sample of the parent 2,3,4,5-tetrahydro-1,2-thiazepine 1,1-dioxide prepared.Decomposition of 3-(2,6-dichlorophenyl)propanesulfonyl azide (22) leads to a 6,9-dichloro sultam (33c) via a 1,2-chlorine shift.FVP of 3-(2-mesityl)propanesulfonyl azide (20) gave a good yield of the 7-membered ring sultam (34)(1,2-methyl shift).FVP of 3-phenyl-1-propanesulfonyl azide (16) at 995 deg C (0.05 mm) gave, among other products, a 6.2percent yield of 5,6,7,8-tetrahydroquinoline (39).The formation of these products is discussed.Thermolysis of 2-(aryloxy)ethanesulfonyl azides gave the corresponding 7-membered ring sultams 27 as well.

Pyrolysis of Phenylalkylsulphonyl Azides and 2-Phenethyl Azidoformate. Selectivity of Sulphonylnitrenes and Contrast between Sulphonyl- and Carbonyl-nitrenes

Flash vacuum pyrolysis and solution thermolysis of PhnSO2N3 indicate that intramolecular addition to the phenyl group is preferred in solution, provided that up to an eight-membered sultam ring is formed, otherwise side-chain insertion results, while in the gas phase the latter process is favoured when n = 4, 5, but not 3; some 5,6,7,8-tetrahydroquinoline is obtained when n = 3 at 990 deg C, but 2-phenethyl azidoformate gave monomeric tetrahydro-1,3-oxazinoazepin-2-one and 4-phenyloxazolidinone, but no dihydrocyclopentapyridine, even at 900 deg C.