1217184-35-4

Basic information

• Product Name: 7-chloro-9-phenyl-2,3-dihydrothieno[3,2-b]quinoline
• Synonyms: 7-chloro-9-phenyl-2,3-dihydrothieno[3,2-b]quinoline
• CAS NO: 1217184-35-4
• Molecular Weight: 297.808
• Mol File: 1217184-35-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 7-chloro-9-phenyl-2,3-dihydrothieno[3,2-b]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-9-phenyl-2,3-dihydrothieno[3,2-b]quinoline(1217184-35-4)
• EPA Substance Registry System: 7-chloro-9-phenyl-2,3-dihydrothieno[3,2-b]quinoline(1217184-35-4)

Safety Data

• Hazardous Substances Data: 1217184-35-4(Hazardous Substances Data)

Upstream product

• 1003-04-9 Tetrahydrothiophen-3-one 
• 719-59-5 5-chloro-2-aminobenzophenone 

Relevant articles and documents

InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations

The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl 3 in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and the Friedlaender annulation of active methylene compounds and α-oxoketene dithioacetals with 2-aminoarylketones. In addition, simple reductive and oxidative cyclization of 2-nitrobenzaldehyde and 2-aminobenzylalcohol, respectively, afforded substituted quinolines. Systematic optimization of the reaction parameters allowed us to identify two-component coupling (2CC) conditions that were tolerant of a wide range of functional groups, thereby providing densely functionalized/annulated quinolines. This approach tolerates the synthesis of various bioactive quinoline frameworks from the same 2-aminoarylketones under mild conditions, thus making this strategy highly useful in diversity-oriented synthesis (DOS). The scope and limitations of the alkyne-, activated methylene-, and α-oxoketene dithioacetal components on the reaction were also investigated.