Single Reactant Replacement Approach of Passerini Reaction: One-Pot Synthesis of β-Acyloxyamides and Phthalides

Autor:	Yangyong Shen, Sunliang Cui, Linwei Zeng, Bo Huang
Rok vydání:	2017
Předmět:	Intramolecular reaction 010405 organic chemistry Organic Chemistry One-pot synthesis 010402 general chemistry 01 natural sciences Biochemistry Passerini reaction 0104 chemical sciences Phthalide chemistry.chemical_compound chemistry Organic chemistry Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 19:4616-4619
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.7b02232
Popis:	The Passerini reaction is a classical and well-known multicomponent reaction for accessing α-acyloxy amides. A single reactant replacement (SRR) approach of Passerini reaction is described, which involves aldehydes, carboxylic acids, and ynamides to constitute a one-pot synthesis of β-acyloxy amides in a convergent manner. When this method was subject to intramolecular reaction, the process would produce phthalide products. The scalability was demonstrated, and a crossover reaction was conducted to elucidate a plausible mechanism.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d1e4601c3d5010e95cf83911194b6a04 https://doi.org/10.1021/acs.orglett.7b02232 Zobrazit plný text záznamu