Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C-H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids

Autor:	Xiaofeng Zhang, Hongyi Li, Bangyue He, Yaping Shang, Sien Liu, Weiping Su
Rok vydání:	2021
Předmět:	Annulation Acylation Organic Chemistry Nucleophilic acyl substitution Carboxylic Acids chemistry.chemical_element General Chemistry Medicinal chemistry Catalysis Rhodium chemistry.chemical_compound chemistry Intramolecular force Amide Benzamides Surface modification Benzofurans
Zdroj:	Chemistry (Weinheim an der Bergstrasse, Germany). 27(63)
ISSN:	1521-3765
Popis:	The Rh-catalyzed ortho-C(sp2 )-H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp2 )-H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f3bf53214ec7504737d43f0b010b84ac https://pubmed.ncbi.nlm.nih.gov/34519367 Zobrazit plný text záznamu Plný text