108665-95-8

Basic information

• Product Name: 1H-Indole, 3-methyl-2-(phenylsulfonyl)-
• Synonyms: 3-methyl-2-(phenylsulfonyl)indole
• CAS NO: 108665-95-8
• Molecular Formula: C15H13NO2S
• Molecular Weight: 271.34
• Mol File: 108665-95-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-methyl-2-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-methyl-2-(phenylsulfonyl)-(108665-95-8)
• EPA Substance Registry System: 1H-Indole, 3-methyl-2-(phenylsulfonyl)-(108665-95-8)

Safety Data

• Hazardous Substances Data: 108665-95-8(Hazardous Substances Data)

Upstream product

• 83-34-1 3-Methylindole 
• 98-09-9 benzenesulfonyl chloride 
• 193686-88-3 1,2-bis(phenylsulfonyl)-1H-indole 
• 80360-22-1 1-phenylsulfonyl-2-(phenylthio)-1H-indole 
• 882-33-7 diphenyldisulfane 
• 917-54-4 methyllithium 
• 40899-71-6 1-benzenesulfonylindole 
• 873-55-2 sodium benzenesulfonate 
• 80-17-1 benzenesufonyl hydrazide 
• 1212-08-4 S-Phenyl benzenethiosulfonate 

Downstream Products

• 83-34-1 3-Methylindole 

Relevant articles and documents

Synthesis of 2-nitroindoles via the Sundberg indole synthesis

A three-step sequence has been developed for converting o-nitrobenzaldehydes into 2-nitroindoles. The key step involves the thermolysis of 2-(o-azidophenyl)nitroethylene (10) in xylenes which gives 2-nitroindole (4) in 54% yield, akin to the classic Sundberg indole synthesis. This procedure has also been utilized to synthesize 5,6-dimethoxy-2-nitroindole (14).

A Sulfonylation Reaction: Direct Synthesis of 2-Sulfonylindoles from Sulfonyl Hydrazides and Indoles

A metal-free synthesis of 2-sulfonylindole derivatives has been developed through a novel TBHP/I2-mediated coupling of C3/unsubstituted indoles with sulfonyl hydrazides. The reaction utilizes readily available starting materials under mild reaction conditions, providing an alternative and attractive approach to 2-sulfonylindoles with high yields. The developed synthetic procedure is suitable for both N-protected or unprotected indoles.

Electrooxidative Metal-Free Dehydrogenative α-Sulfonylation of 1H-Indole with Sodium Sulfinates

A method for the electrochemical α-sulfonylation of 1H-indole with arenesulfinates was developed. A variety of indoles underwent this sulfonylation smoothly at room temperature under metal-free and chemical-oxidant-free conditions to afford indolyl aryl sulfones in good to high yields. This reaction was found to tolerate a variety of functional groups, including halides and cyclopropyl, ether, ester, and aldehyde groups. It was applied to the synthesis of biologically active 5-HT6 modulators.