1172224-91-7

Upstream product

• 32347-04-9 N-(3-chlorobenzylidene)aniline 
• 536-74-3 phenylacetylene 
• 99-02-5 3'-Chloroacetophenone 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 587-04-2 m-Chlorobenzaldehyde 
• 62-53-3 aniline 
• 64097-92-3 2-(1-phenylvinyl)aniline 
• 19112-35-7 ethyl (2-chlorobenzoyl)acetate 
• 16616-38-9 1-(3-chlorophenyl)-3-phenyl-2-propyn-1-one 
• 137-07-5 2-amino-benzenethiol 

Relevant academic research and scientific papers

Synthesis of quinolines: Via sequential addition and I2-mediated desulfurative cyclization

An efficient one-pot approach for the synthesis of quinolines from o-aminothiophenol and 1,3-ynone under mild conditions is disclosed. With the aid of ESI-MS analysis and parallel experiments, a three-step mechanism is proposed - a two-step Michael additi

Metal-Free Synthesis of 2-Substituted Quinolines via High Chemoselective Domino Condensation/Aza-Prins Cyclization/Retro-Aldol between 2-Alkenylanilines with β-Ketoesters

A highly chemoselective domino condensation/aza-Prins cyclization/retro-aldol between 2-alkenylanilines with β-dicarbonyl compounds under metal-free conditions was accomplished, giving a large category of valuable 2-substituted quinolines in good yields with excellent functional group toleration. This newly established process, adopting β-ketoesters as masked C1 synthons via C-C cleavage, could even be simplified into a three-component [3 + 2 + 1] domino version consisting of exceedingly low-priced commercial starting materials. The synthetic application of products was exemplified by several intriguing chemical operations.

Triazole-gold (TAAu) catalyzed three-component coupling (A3 reaction) towards the synthesis of 2, 4-disubstituted quinoline derivatives

A gold-catalyzed three-component coupling reaction (A3 reaction) was developed as an efficient approach for the synthesis of challenging 2, 4-disubstituted quinoline derivatives. Compared to previously reported Cu/Au bi-catalyst system, this protocol enables achieving A3 reaction only in the presence of triazole-gold catalyst. Notably, 4-alkyl substituted or 2-alkyl substituted quinoline derivatives were obtained with good yields, which highlighted the unique advantage of this new strategy.

Synthesis of multi-functionalized quinolines and 1,2-dihydroquinolines through FeCl3-mediated reactions of carbonyl compounds with 2-vinylanilines

A facile and efficient approach toward the synthesis of functionalized quinolines and 1,2-dihydroquinolines from carbonyl compounds and 2-vinylanilines is described. The protocol utilizes the nonhazardous and less expensive FeCl3 as catalyst wi

Enantioselective Metal-Free Hydrogenations of Disubstituted Quinolines

A metal-free hydrogenation of 2,4-disubstituted quinolines was realized for the first time using chiral diene derived borane catalysts to furnish the corresponding tetrahydroquinolines in 75-98% yields with 95/5-99/1 dr's and 86-98% ee's. This catalytic system was also effective for 2,3-disubstituted quinolines to give moderate to good ee's.

An efficient synthesis of substituted quinolines via indium(III) chloride catalyzed reaction of imines with alkynes

An efficient synthetic method for the preparation of quinolines through indium(III) chloride-catalyzed tandem addition-cyclization-oxidation reactions of imines with alkynes was developed. The processes can provide a diverse range of quinoline derivatives

Iron-catalyzed tandem reactions of aldehydes, terminal alkynes, and primary amines as a strategy for the synthesis of quinoline derivatives

FeCl3-catalyzed three-component tandem condensation/addition/ cyclization/oxidation reactions of aldehydes, terminal alkynes, and primary amines have been developed. The processes can provide a diverse range of quinoline derivatives in good yields from simple starting materials. A possible reaction mechanism was proposed.