21075-48-9

Basic information

• Product Name: 1H-Indole, 3-phenyl-2-(2-thienyl)-
• CAS NO: 21075-48-9
• Molecular Formula: C18H13NS
• Molecular Weight: 275.374
• Mol File: 21075-48-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-phenyl-2-(2-thienyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-phenyl-2-(2-thienyl)-(21075-48-9)
• EPA Substance Registry System: 1H-Indole, 3-phenyl-2-(2-thienyl)-(21075-48-9)

Safety Data

• Hazardous Substances Data: 21075-48-9(Hazardous Substances Data)

Upstream product

• 103-80-0 phenylacetyl chloride 
• 1313215-29-0 2-((2-azidophenyl)ethynyl)thiophene 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 98-09-9 benzenesulfonyl chloride 
• 1885-29-6 anthranilic acid nitrile 
• 5176-12-5 (2-nitrophenyl)phenylmethanol 
• 100-58-3 phenylmagnesium bromide 
• 552-89-6 2-nitro-benzaldehyde 
• 98-03-3 thiophene-2-carbaldehyde 
• 13209-38-6 (2-aminophenyl)(phenyl)methanol 
• 591-50-4 iodobenzene 
• 98-95-3 nitrobenzene 
• 501-65-5 diphenyl acetylene 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 

Relevant articles and documents

An Oxidant- And Catalyst-Free Synthesis of Dibenzo[ a, c ]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1 H -indoles

An efficient methodology for the synthesis of dibenzo[a,c]- carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λO = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms that the trans-4b,8a-dihydro-9H-dibenzo[a,c]carbazole intermediate could convert into cis-4b,8a-dihydro-9H-dibenzo[a,c]carbazole, which relies on the nitrogen atom of the indole ring. This is followed by intramolecular dehydrogenation which yields the dibenzo[a,c]carbazoles. 2021. Thieme. All rights reserved.

Transition-metal-free, visible-light induced cyclization of arylsulfonyl chlorides with o-azidoarylalkynes: a regiospecific route to unsymmetrical 2,3-disubstituted indoles

A visible-light-catalyzed synthesis of unsymmetrical 2,3-diaryl-substituted indoles from arylsulfonyl chlorides and o-azidoarylalkynes at room temperature has been discovered. This transformation exhibits excellent substrate scope and functional group tolerance. The use of inexpensive eosin Y as the catalyst with easy operation makes this protocol very practical.

Rhodium-Catalyzed C-H Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles

The direct C-H annulation of anilines or related compounds with internal alkynes provides straightforward access to 2,3-disubstituted indole products. However, this transformation proceeds with poor regioselectivity in the synthesis of unsymmetrically 2,3-diaryl substituted indoles. Herein, we report the rhodium(III)-catalyzed C-H annulation of nitrones with symmetrical diaryl alkynes as an alternative method to prepare 2,3-diaryl-substituted N-unprotected indoles with two different aryl groups. One of the aryl substituents is derived from N?C-aryl ring of the nitrone and the other from the alkyne substrate, thus providing the indole products with exclusive regioselectivity.