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

Cui, Sunliang

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

Posted on 2017-08-16 - 13:27

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.

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Shen, Yangyong; Huang, Bo; Zeng, Linwei; Cui, Sunliang (2017). Single Reactant Replacement Approach of Passerini Reaction: One-Pot Synthesis of β‑Acyloxyamides and Phthalides. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b02232

https://doi.org/10.1021/acs.orglett.7b02232

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