Rh-Catalyzed Synthesis of Coumarin Derivatives from Phenolic Acetates and Acrylates via C–H Bond Activation

Autor:	Sunita K. Gadakh, Arumugam Sudalai, Soumen Dey
Rok vydání:	2015
Předmět:	chemistry.chemical_classification Annulation Base (chemistry) Chemistry Formic acid Reducing agent Organic Chemistry Regioselectivity Coumarin Catalysis chemistry.chemical_compound Yield (chemistry) Organic chemistry heterocyclic compounds
Zdroj:	The Journal of Organic Chemistry. 80:11544-11550
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.5b01713
Popis:	An efficient annulation strategy involving the reaction of phenolic acetates with acrylates in the presence of [Rh2(OAc)4] as catalyst and formic acid as reducing agent, leading to the high yield synthesis of coumarin derivatives, has been developed. The addition of NaOAc as a base increased the yield of the products. The reaction is quite successful for both electron-rich as well as electron-deficient phenolic acetates, affording coumarins with excellent regioselectivity, and proceeds via C-H bond activation proven by deuterium incorporation studies.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::84fb70577b6b21ad4750efe713b61f96 https://doi.org/10.1021/acs.joc.5b01713 Zobrazit plný text záznamu