Cascade reaction of 2-bromo-2H-azirine-2-carboxylate with malonic esters: facile access to highly substituted pyrrolinones

Priyankar Pradhan; Shaikh Sumaiya A.; Jagadeesh Babu Nanubolu; Sudhakar Gangarajula

doi:10.1039/d5nj02356d

January 1, 2025New Journal of Chemistry

Cascade reaction of 2-bromo-2H-azirine-2-carboxylate with malonic esters: facile access to highly substituted pyrrolinones

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Key Points

Highly substituted pyrrolinones were synthesized unexpectedly through a base-mediated reaction.
The azirine acted as a doubly electrophilic linchpin, facilitating this chemical transformation.
The cascade reaction involves malonic esters interacting with 2-bromo-2H-azirine-2-carboxylate.
This study highlights the versatility of azirines in complex organic synthesis reactions.

Implication

This reaction synthesizes pyrrolinones via a cascade reaction, suggesting azirine's role in electrophilic transformations.

Abstract

Highly substituted pyrrolinones were unexpectedly synthesized through a base-mediated reaction between a malonic ester and 2-bromo-2H-azirine-2-carboxylate. In this transformation, the azirine acted as a doubly electrophilic linchpin, undergoing cascade and...

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Cite This Study

Pradhan et al. (2025) studied this question.

synapsesocial.com/papers/68c1d5fe54b1d3bfb60f94fc https://doi.org/10.1039/d5nj02356d

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Cascade reaction of 2-bromo-2H-azirine-2-carboxylate with malonic esters: facile access to highly substituted pyrrolinones

Key Points

Implication

Abstract

Discussion

Cite This Study

Cascade reaction of 2-bromo-2H-azirine-2-carboxylate with malonic esters: facile access to highly substituted pyrrolinones

Key Points

Implication

Abstract

Discussion

Cite This Study

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