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Heterocycle-Heterocycle Strategy for 4,5-Disubstituted Pyrrolidine 2,3-Diones: Reductive Rearrangement Approach from Isoxazole Esters

Prashantha Kamath, Vaibhav Jadhav, Mukul Lal*

*Syngenta Biosciences Pvt. Ltd. Santa Monica Works, Corlim, ­Ilhas, Goa 403110, India, Email: mukul.lalsyngenta.com

P. Kamath, V. Jadhav, M. Lal, Synlett, 2021, 32, 1146-1150.

DOI: 10.1055/a-1492-8216 (free Supporting Information)


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Abstract

A heterocycle-heterocycle interconversion strategy provides 4,5-disubstituted 3-hydroxy-2-pyrrolidinones in good yields. The reported reductive rearrangement approach especially allows access to unsubstituted 3-hydroxy-2-pyrrolidinone at the nitrogen position for further functionalization.


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Key Words

isoxazoles, pyrrolidinones, 3-pyrrolin-2-ones, reductive rearrangement, iron, heterocyle-heterocyle strategy, (3+2) cycloaddition, MCR


ID: J72-Y2021