An oxidant- and catalyst-free electrooxidative cross-coupling approach to 3-tetrahydroisoquinoline substituted coumarins

Autor:	Jianye Zhang, Yabo Li, Yangjie Wu, Yanyan Kong, Jung Keun Kim, Mengmeng Huang
Rok vydání:	2021
Předmět:	Coupling (electronics) chemistry.chemical_compound Nucleophilic addition chemistry Tetrahydroisoquinoline Environmental Chemistry Density functional theory Cyclic voltammetry Pollution Combinatorial chemistry Catalysis
Zdroj:	Green Chemistry. 23:1274-1279
ISSN:	1463-9270 1463-9262
DOI:	10.1039/d0gc03930f
Popis:	A direct electrooxidative cross-dehydrogenative-coupling (CDC) reaction between N-aryl-tetrahydroisoquinolines and 4-hydroxycoumarins has been realized. This protocol provides a green, mild and fast method to construct 3-tetrahydroisoquinoline substituted coumarins in the absence of any catalysts and exogenous oxidants. A variety of N-aryl-tetrahydroisoquinolines and 4-hydroxycoumarins are compatible with this transformation to give the corresponding products in moderate to excellent yields. Moreover, the results of control experiments, cyclic voltammetry experiments, and density functional theory (DFT) calculations indicated that the electrooxidative CDC reaction might involve both radical addition and nucleophilic addition processes.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::795d98e278c1e4028a59b63a44e1287d https://doi.org/10.1039/d0gc03930f Zobrazit plný text záznamu