Rh-catalyzed synthesis of coumarin derivatives from phenolic acetates and acrylates via C-H bond activation

TitleRh-catalyzed synthesis of coumarin derivatives from phenolic acetates and acrylates via C-H bond activation
Publication TypeJournal Article
Year of Publication2015
AuthorsGadakh, SK, Dey, S, Sudalai, A
JournalJournal of Organic Chemistry
Volume80
Issue22
Pagination11544-11550
Date PublishedNOV
ISSN0022-3263
Abstract

An efficient annulation strategy involving the reaction of phenolic acetates with acrylates in the presence of [Rh-2(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.

DOI10.1021/acs.joc.5b01713
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)4.785
Divison category: 
Chemical Engineering & Process Development