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

Abstract The work demonstrates the heterocycle–heterocycle interconversion strategy to access 4,5-disubstituted 3-hydroxy-2-pyrrolidinone in moderate to good yields (50–80%). The approach has a distinct advantage over a multicomponent reaction approach as it allows access to unsubstituted 3-hydroxy-...

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Bibliographic Details
Published inSynlett Vol. 32; no. 11; pp. 1146 - 1150
Main Authors Kamath, Prashantha, Jadhav, Vaibhav, Lal, Mukul
Format Journal Article
LanguageEnglish
Published Rüdigerstraße 14, 70469 Stuttgart, Germany Georg Thieme Verlag KG 01.07.2021
Thieme Medical Publishers
Subjects
Chemistry
Chemistry, Organic
letter
Physical Sciences
Science & Technology
reductive rearrangement
pyrrolidinones
(3+2) cycloaddition
isoxazoles
heterocyle–heterocyle strategy
MCR
ROUTE
CLEAVAGE
CYCLOADDITION
NITRILE OXIDES
INHIBITORS
EFFICIENT
DERIVATIVES
heterocyle-heterocyle strategy
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Summary:Abstract The work demonstrates the heterocycle–heterocycle interconversion strategy to access 4,5-disubstituted 3-hydroxy-2-pyrrolidinone in moderate to good yields (50–80%). The approach has a distinct advantage over a multicomponent reaction approach as it allows access to unsubstituted 3-hydroxy-2-pyrrolidinone at the nitrogen position for further functionalization.
ISSN:0936-5214
1437-2096
DOI:10.1055/a-1492-8216