930779-13-8

Upstream product

• 92646-08-7 1-(2-aminophenyl)-1-phenyl-1-propanol 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 1530-32-1 ethyltriphenylphosphonium bromide 

Downstream Products

• 10266-13-4 2,4-Diphenyl-3-methylquinoline 
• 37118-75-5 3-methyl-4-(phenyl)-2-(1H)-quinolinone 

Relevant academic research and scientific papers

Cleavage of C-C Bonds for the Synthesis of C2-Substituted Quinolines and Indoles by Catalyst-Controlled Tandem Annulation of 2-Vinylanilines and Alkynoates

The strategy for the synthesis of C2-substituted indoles and quinolines from 2-vinylanilines and alkynoates through C-C bond cleavage is developed. With these general methods, 2-substituted indoles and quinolines can be accessed via tandem Michael addition and cyclization with no requirement of oxidant. This strategy not only provides a method for the synthesis C2-substituted indoles in good yields through the simultaneous cleavage of C=C and C=C bonds under metal-free conditions but also provides a simple method for the generation of the C2-substituted quinolines in moderate yields via Pd-catalyzed C=C bond cleavage.

Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines

A palladium-catalyzed annulation of ortho-vinylanilines with dimethyl sulfoxide was developed to access 4-aryl quinolines in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a “=CH-” fragment in this transformation. It represents a facile pathway leading to 4-aryl quinolines.

Tert -Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied

A green method to synthesize cinnolines by 6π electrocyclic reaction with alkenyl amines and TBN has been developed. TBN plays a dual role both as a nitrogen atom source and an oxidant in this procedure. Relevant mechanism experiments reveal that the reaction proceeds through electrocyclic reaction and with diazo hydroxide as a key intermediate.

Br?nsted Acid-Catalyzed Synthesis of N-Arylindoles from 2-Vinylanilines and Quinones

In the presence of a quinone, Br?nsted acid-catalyzed intramolecular C?N bond formation of o-vinylanilines by electrophilic cyclization was developed, giving the corresponding N-arylindoles in good to high yields. The reaction worked well for o-vinylanilines with terminal and internal C=C double bonds.

Convenient synthesis of fluorinated quinoline, 1,2-dihydroquinoline, and 1,2,3,4-tetrahydroquinoline derivatives

A convenient synthetic method for 2-polyfluoroalkylated quinoline systems through the efficient generation of perfluoroalkylated imine from o-vinylanilines with perfluorinated hemiacetals or aldehyde hydrates was developed. In most cases, the major produc