65974-26-7

Basic information

• Product Name: Isoquinoline, 3-[(4-methylphenyl)sulfonyl]-
• CAS NO: 65974-26-7
• Molecular Formula: C16H13NO2S
• Molecular Weight: 283.351
• Mol File: 65974-26-7.mol

Chemical Properties

• CAS DataBase Reference: Isoquinoline, 3-[(4-methylphenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoquinoline, 3-[(4-methylphenyl)sulfonyl]-(65974-26-7)
• EPA Substance Registry System: Isoquinoline, 3-[(4-methylphenyl)sulfonyl]-(65974-26-7)

Safety Data

• Hazardous Substances Data: 65974-26-7(Hazardous Substances Data)

Upstream product

• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 1532-72-5 isoquinoline N-oxide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 119-65-3 isoquinoline 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant articles and documents

Cu-Catalyzed Deoxygenative C2-Sulfonylation Reaction of Quinoline N-Oxides with Sodium Sulfinate

An unexpected Cu-catalyzed deoxygenative C2-sulfonylation reaction of quinoline N-oxides in the presence of radical initiator K2S2O8 was developed that used sodium sulfinate as a sulfonyl coupling partner. The mechanism studies indicate that the reaction proceeds via Minisci-like radical coupling step to give sulfonylated quinoline with good chemical yields.

Iodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline N-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-Sulfonylquinolines

A highly efficient iodine/TBHP-mediated one-pot deoxygenative and regioselective 2-sulfonylation of quinoline N-oxides with sodium sulfinate salts has been developed. This metal-, base-, and phosphorus-free protocol employs readily accessible and easy-to-handle reagents and can be conveniently carried out at room temperature under mild conditions, providing an alternative access to a series of 2-sulfonylquinolines and other related heteroaryl sulfone products in moderate-to-excellent yields within a short reaction time.

Modifiable sulfur tethers as directing groups for aromatic C-H acetoxylation reactions

A designed new class of modifiable sulfur tethers for aromatic C-H bond functionalizations is presented. As a model, the palladium-catalyzed directed acetoxylation reaction was studied. The more challenging sulfoxide tethers were the most effective in this transformation, showing a broad functionality tolerance, high S oxido-redox stability and no catalyst poisoning. Preliminary mechanistic studies indicate that the higher reactivity and selectivity shown by the sulfoxide tethers vs. the corresponding sulfones can be attributed to an extra coordination of the sulfoxide S atom to the catalyst. The utility of the presented methodology to generate structurally interesting aromatic derivatives by a subsequent modification of the S-tether is also exemplified.