1372798-46-3

Upstream product

• 33868-76-7 1-(4-methoxyphenyl)-3,3-bis(methylsulfanyl)propenone 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 20365-71-3 methyl 3-hydroxy-3-(p-methoxyphenyl)-2-propenedithiolate 

Relevant academic research and scientific papers

Acid-Controlled Chemodivergent Synthesis of Three Differently Substituted Quinolines via Site Selective Coupling of ortho- Aminoaryl Ketones with α-Enolic Dithioesters

A straightforward approach for the chemodivergent synthesis of quinolines is described through site-selective coupling of ortho-aminoaryl ketones with α-enolic dithioesters (DTEs) under solvent-free conditions. The operationally and user-simple one-pot me

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.