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Pseudoesters and derivatives. XXV. 1,3‐Dipolar cycloaddition of diazomethane to 5‐methoxy‐3‐pyrrolin‐2‐ones

Identifieur interne : 002315 ( Main/Exploration ); précédent : 002314; suivant : 002316

Pseudoesters and derivatives. XXV. 1,3‐Dipolar cycloaddition of diazomethane to 5‐methoxy‐3‐pyrrolin‐2‐ones

Auteurs : Francisco Fari A [Espagne] ; M. Victoria Martín [Espagne] ; M. Carmen Paredes [Espagne] ; Amelia Tito [Espagne]

Source :

RBID : ISTEX:9A5B16BD4EEAF0ADACA06E56BAFEB7F925899CCA

Abstract

Cycloaddition of diazomethane to pyrrolinones 1a,b,d,e affords only one regioisomer as a mixture of the epimeric pyrrolopyrazolines 2 and 2′,4‐Halo derivatives 1f,g react with diazomethane to give the two possible regioisomers 2 and 3. The regio‐ and stereochemistry of the adducts is evidenced by the 1H‐nmr data. The primary adducts originated from the halopyrrolinones suffer dehydrohalogenation to give aromatized products, which by further methylation give derivatives of type 7, 8, 10 and 11.

Url:
DOI: 10.1002/jhet.5570240507


Affiliations:


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Le document en format XML

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