98508-67-9

Basic information

• Product Name: 1H-Indole, 3-(phenylsulfinyl)-
• CAS NO: 98508-67-9
• Molecular Formula: C14H11NOS
• Molecular Weight: 241.313
• Mol File: 98508-67-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-(phenylsulfinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-(phenylsulfinyl)-(98508-67-9)
• EPA Substance Registry System: 1H-Indole, 3-(phenylsulfinyl)-(98508-67-9)

Safety Data

• Hazardous Substances Data: 98508-67-9(Hazardous Substances Data)

Upstream product

• 873-55-2 sodium benzenesulfonate 
• 120-72-9 indole 
• 108-98-5 thiophenol 
• 670-98-4 methyl benzenesulfinate 
• 62076-10-2 (tert-butylsulfinyl)benzene 
• 100-58-3 phenylmagnesium bromide 
• 54491-43-9 3-phenylthioindole 

Downstream Products

• 1338723-64-0 2-allyl-3-(phenylthio)-1H-indole 
• 98508-70-4 1-benzyl-3-(phenylsulfinyl)-1H-indole 
• 98508-80-6 2-(3-Benzenesulfonyl-2-chloro-indol-1-yl)-1-phenyl-ethanone 
• 98508-77-1 (3-Benzenesulfonyl-2-chloro-indol-1-yl)-acetic acid methyl ester 
• 1071124-53-2 2-(2-Chloro-3-phenylsulfanyl-indol-1-yl)-1-phenyl-ethanone 
• 98508-73-7 (2-Chloro-3-phenylsulfanyl-indol-1-yl)-acetic acid methyl ester 
• 98508-78-2 (3-Benzenesulfonyl-2-chloro-indol-1-yl)-acetonitrile 
• 1071108-14-9 (2-Chloro-3-phenylsulfanyl-indol-1-yl)-acetonitrile 
• 98508-87-3 2-Benzoyl-1H-indole-3-carbonitrile 
• 51072-85-6 2-phenyl-1H-indole-3-carbonitrile 
• 98508-74-8 1-benzyl-2-chloro-3-phenylsulfonylindole 
• 98508-72-6 1-Benzyl-2-chloro-3-phenylthioindole 
• 98508-69-1 2-chloro-3-phenylsulfonylindole 
• 120523-97-9 (3aβ,6α,6aβ,11aβ)-2,3,3a,6,6a,11a-hexahydro-6-methyl-2-phenyl-6a-(phenylsulfinyl)-1H-pyrimidino<3,2,1-jk>carbazol-1-one 

Relevant articles and documents

Nitrosoarene-catalyzed regioselective aromatic C-H sulfinylation with thiols under aerobic conditions

Aromatic amines and (hetero)arenes, such as indoles and pyrroles, are regioselectively sulfinylated under mild aerobic conditions using nitrosoarenes as a redox-catalyst. The nitrosoarene is involved in the electron transfer process with arenes to generate a crucial arene radical cation intermediate for C-H sulfinylation. The present methodology requires no directing group, can be scaled up easily and is applicable for the late-stage functionalization of drug molecules and natural products with high regioselectivity.

Regioselective and oxidant-free sulfinylation of indoles and pyrroles with sulfinamides

An unexpected time-controlled highly selective C3-or C2-sulfinylation of pyrroles with sulfinamides is reported for the first time. The sulfinylation of indoles with sulfinamides using this protocol is oxidant-free and can be performed under obviously more feasible conditions (1.2 equiv. of indoles, 10 min) in comparison with the precedent procedure (3-20 equiv. of indoles, 16-18 h, ammonium persulfate as oxidant, hv). A variety of functional groups were tolerated, and various C2-thioindoles and C2/3-thiopyrroles were obtained in moderate to excellent yields.

Tert-Butyl Sulfoxide as a Starting Point for the Synthesis of Sulfinyl Containing Compounds

Sulfoxides bearing a tert-butyl group can be activated using N-bromosuccinimide (NBS) under acidic conditions and then subsequently treated with a variety of nitrogen, carbon, or oxygen nucleophiles to afford a wide range of the corresponding sulfinic acid amides, new sulfoxides, and sulfinic acid esters.