20017-62-3

Basic information

• Product Name: 2,3-diphenylbenzo[b]thiophene 1,1-dioxide
• Synonyms: 2,3-diphenylbenzo[b]thiophene 1,1-dioxide
• CAS NO: 20017-62-3
• Molecular Weight: 318.396
• Mol File: 20017-62-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3-diphenylbenzo[b]thiophene 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diphenylbenzo[b]thiophene 1,1-dioxide(20017-62-3)
• EPA Substance Registry System: 2,3-diphenylbenzo[b]thiophene 1,1-dioxide(20017-62-3)

Safety Data

• Hazardous Substances Data: 20017-62-3(Hazardous Substances Data)

Upstream product

• 19163-38-3 2,3-dibromo-benzo[b]thiophene 1,1-dioxide 
• 98-80-6 phenylboronic acid 
• 501-65-5 diphenyl acetylene 
• 80-17-1 benzenesufonyl hydrazide 
• 6287-82-7 2,3-dibromobenzo[b]thiophene 
• 22751-52-6 2,3-diphenylbenzo[b]thiophene 

Downstream Products

• 38274-35-0 1,2,3-triphenylindene 

Relevant articles and documents

Solvent Controlled Transformation between Sulfonyl Hydrazides and Alkynes: Divergent Synthesis of Benzo[b]thiophene-1,1-dioxides and (E)-β-iodo Vinylsulfones

A green, efficient and controllable transformation between sulfonyl hydrazides and alkynes leading to benzo[b]thiophene-1,1-dioxides and (E)-β-iodo vinylsulfones via radical pathway has been developed. The reaction occurs rapidly in the presence of simply H2O2 and KI without the help of any transition metal. The chemoselectivity of the reaction is determined by the solvent in which the process is performed: TFE favors the cyclic product, while H2O medium generates the iodosulfonylative product. Notably, this protocol also represents the first direct approach to the aggregation-induced-emmision (AIE) active benzo[b]thiophene-1,1-dioxides from readily available sulfonyl hydrazides and alkynes in one step. (Figure presented.).

Transition-Metal-Free Synthesis of Carbazoles and Indoles by an SNAr-Based "aromatic Metamorphosis" of Thiaarenes

Dibenzothiophene dioxides, which are readily prepared through oxidation of the parent dibenzothiophenes, undergo nucleophilic aromatic substitution with anilines intermolecularly and then intramolecularly to yield the corresponding carbazoles in a single operation. The "aromatic metamorphosis" of dibenzothiophenes into carbazoles does not require any heavy metals. This strategy is also applicable to the synthesis of indoles. Since electron-deficient thiaarene dioxides exhibit interesting reactivity, which is not observed for that the corresponding electron-rich azaarenes, a combination of a thiaarene-dioxide-specific reaction with the SNAr-based aromatic metamorphosis allows transition-metal-free construction of difficult-to-prepare carbazoles.