1379771-18-2

Basic information

• Product Name: (E)-2-(4-methylbenzylidene)-4-methoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline
• Synonyms: (E)-2-(4-methylbenzylidene)-4-methoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline
• CAS NO: 1379771-18-2
• Molecular Weight: 419.544
• Mol File: 1379771-18-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-(4-methylbenzylidene)-4-methoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(4-methylbenzylidene)-4-methoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline(1379771-18-2)
• EPA Substance Registry System: (E)-2-(4-methylbenzylidene)-4-methoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline(1379771-18-2)

Safety Data

• Hazardous Substances Data: 1379771-18-2(Hazardous Substances Data)

Upstream product

• 624-31-7 4-tolyl iodide 
• 1379771-10-4 N-[2-(1-methoxybut-3-ynyl)phenyl]-4-methylbenzenesulfonamide 

Relevant articles and documents

Palladium-catalyzed approach for the general synthesis of (E)-2-arylmethylidene-N-tosylindolines and (E)-2-arylmethylidene-N-tosyl/ nosyltetrahydroquinolines: Access to 2-substituted indoles and quinolines

A facile and efficient method for the synthesis of (E)-2-arylmethylidene-N- tosylindolines and (E)-2-arylmethylidene-N-tosyl/nosyltetrahydroquinoline variants has been developed through palladium-catalyzed cyclocondensation of aryl iodides with readily available 1-(2-tosylaminophenyl)prop-2-yn-1-ols and their higher homologues, respectively. The proposed reaction mechanism invokes the operation of trans-aminopalladation during cyclization (5/6-exo-dig), which ensures exclusive (E)-stereochemistry in the products. The method is fast, operationally simple, totally regio- and stereoselective, and versatile enough to access a variety of 2-substituted indoles and quinolines. The reactions proceeded efficiently with a wide variety of substrates and afforded the corresponding products in moderate to excellent yields.