633303-87-4

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 3-(phenylthio)-
• CAS NO: 633303-87-4
• Molecular Formula: C13H10N2S
• Molecular Weight: 226.302
• Mol File: 633303-87-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 3-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 3-(phenylthio)-(633303-87-4)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 3-(phenylthio)-(633303-87-4)

Safety Data

• Hazardous Substances Data: 633303-87-4(Hazardous Substances Data)

Upstream product

• 348640-02-8 1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine 
• 98-09-9 benzenesulfonyl chloride 
• 882-33-7 diphenyldisulfane 
• 55052-24-9 1H-Pyrrolo[2,3-b]pyridine-7-oxide 
• 29328-21-0 phenylsulfenyl iodide 
• 108-98-5 thiophenol 
• 271-63-6 7-Azaindole 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 144-55-8 sodium hydrogencarbonate 
• 1859-03-6 ethyl benzenesulfinate 
• 591-50-4 iodobenzene 
• 17356-08-0 thiourea 

Downstream Products

• 633303-90-9 3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Visible-Light-Driven Halogen-Bond-Assisted Direct Synthesis of Heteroaryl Thioethers Using Transition-Metal-Free One-Pot C-I Bond Formation/C-S Cross-Coupling Reaction

An efficient protocol for the synthesis of thioether directly from heteroarenes has been developed in the presence of visible light in a one-pot manner at room temperature. This method involves two sequential reactions in a single pot where the formation of the iodinated heteroarene is followed by a transition-metal-free C-S coupling reaction. A wide range of heteroarene and thiol partners (including aliphatic thiols) have been used for the synthesis of thioethers. NMR studies and DFT calculations revealed the presence of a halogen bond between the thiolate anion (halogen bond acceptor) and iodoheteroarene (halogen bond donor). This halogen bonded complex on photoexcitation facilitates the electron transfer from the thiolate anion to the iodoheteroarene at room temperature.

Regioselective C-H sulfenylation ofN-sulfonyl protected 7-azaindoles promoted by TBAI: a rapid synthesis of 3-thio-7-azaindoles

This paper describes the regioselective C-3 sulfenylation ofN-sulfonyl protected 7-azaindoles with sulfonyl chlorides. In this transformation, dual roles of TBAI serving as both promoter and desulfonylation reagent have been demonstrated. The reaction proceeded smoothly under simple conditions to afford 3-thio-7-azaindoles in moderate to good yields with broad substrate scopes. This protocol refrains from using transition-metal catalysts, strong oxidants or bases, and shows its practical synthetic value in organic synthesis.

Regioselective deoxidation thionation reaction for 7-azaindole-nitrogen oxide

The invention relates to the fields of organic synthesis and medicine and chemical industry, in particular relates to an iodine-catalyzed regioselective deoxidation thionation reaction method for 7-azaindole-nitrogen oxide, and aims to overcome the proble