87475-56-7

Upstream product

• 6320-03-2 2-chlorothiphenol 
• 18527-20-3 2-[(2-chlorophenyl)sulfanyl]acetonitrile 
• 107-14-2 chloroacetonitrile 
• 2905-23-9 2-chlorophenylsulfonyl chloride 
• 615-41-8 2-iodochlorobenzene 
• 1624363-23-0 3-azido-2-methylbut-3-en-2-ol 
• 1956-97-4 2-chlorobenzenediazonium tetrafluoroborate 

Downstream Products

• 95066-72-1 2-(2-chloro-benzenesulfonyl)-3,3-bis-methylsulfanyl-acrylonitrile 
• 95083-54-8 2-(2-Chloro-benzenesulfonyl)-3,3-bis-ethylsulfanyl-acrylonitrile 
• 87475-58-9 3-Benzylsulfanyl-1,1-dioxo-1H-1λ⁶-benzo[1,4]dithiine-2-carbonitrile 
• 95066-73-2 3,3-Bis-benzylsulfanyl-2-(2-chloro-benzenesulfonyl)-acrylonitrile 
• 1416903-54-2 C₁₃H₇ClN₄O₃S₂ 
• 1416903-25-7 C₁₇H₁₄ClN₅O₃S₂ 
• 1416903-62-2 C₁₃H₆Cl₂N₄O₂S₂ 

Relevant academic research and scientific papers

A Concise Route to 2-Sulfonylacetonitriles from Sodium Metabisulfite

A three-component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and 3-azido-2-methylbut-3-en-2-ol under mild conditions is described. By using abundant and cheap sodium metabisulfite as the sulfur dioxide surrogate, this protocol features good functional group compatibility, affording 2-arylsulfonylacetonitriles in moderate to good yields. The reaction proceeds smoothly at room temperature without the need of any catalysts or additives. Moreover, the synthetic utility of this method is demonstrated by the transformation of 2-arylsulfonylacetonitrile into 2-arylsulfonyl acetamide and 2-arylsulfonylethylamine. (Figure presented.).

Photoinduced synthesis of 2-sulfonylacetonitriles with the insertion of sulfur dioxide under ultraviolet irradiation

Metal-free insertion of sulfur dioxide with aryl iodides and 3-azido-2-methylbut-3-en-2-ol under ultraviolet irradiation at room temperature is achieved, giving rise to 2-(arylsulfonyl)acetonitriles in moderate to good yields. Alkyl iodide is also workable under these conditions. This transformation proceeds smoothly under mild conditions with a broad substrate scope. Various functional groups are compatible including amino, ester, halo, and trifluoromethyl groups. No metal catalyst or additive is needed during the reaction process. Mechanistic studies show that under ultraviolet irradiation, an aryl radical is generated in situ from aryl iodide, which undergoes subsequent sulfonylation via the insertion of sulfur dioxide leading to arylsulfonyl radical intermediates. Then the arylsulfonyl radical reacts with 3-azido-2-methylbut-3-en-2-ol giving rise to the corresponding 2-(arylsulfonyl)acetonitrile.

3-SUBSTITUTED 2-AMINO-INDOLE DERIVATIVES

The present invention provides compounds of formula (I) (Formula (I)) and pharmaceutically acceptable salts thereof, wherein Q, X% X4,X5 X6, X7,R1, R2, R3 and R8 are as defined in the specification, processes for the preparation of such compounds, pharmaceutical compositions containing them and the use of such compounds in therapy.

Synthesis and biological evaluation of triazolothienopyrimidine derivatives as novel HIV-1 replication inhibitors

We identified a novel class of triazolothienopyrimidine (TTPM) compounds as potent HIV-1 replication inhibitors during a high-throughput screening campaign that evaluated more than 200,000 compounds using a cell-based full replication assay. Herein, we report the optimization of the antiviral activity in a cell-based assay system leading to the discovery of aryl-substituted TTPM derivatives (38, 44, and 45), which exhibited significant inhibition of HIV-1 replication with acceptable safety margins. These novel and potent TTPMs could serve as leads for further development.

Use of (Z)-β-(2-fluorobenzenesulfonyl)vinylamines as novel synthons in the synthesis of 1,4-benzothiazine derivatives

A novel synthetic route for arylated 1,4-benzothiazine derivatives has been developed. This method utilizes a key intramolecular nucleophilic aromatic substitution step of the corresponding (Z) - (2-fluorobenzenesulfonyl)vinylamine intermediate to construct the benzothiazine ring. A wide range of aryl and heteroaryl substituent groups can be installed from commercial boronic acids. Both mono- and diarylated products have been synthesized in good yields and with good functional group tolerance. Georg Thieme Verlag Stuttgart · New York.