Novel aziridine esters by the addition of aromatic nitrogen heterocycles to a 2H-azirine-3-carboxylic ester

doi:10.1016/S0040-4039(00)00755-3

Paper

Novel aziridine esters by the addition of aromatic nitrogen heterocycles to a 2H-azirine-3-carboxylic ester

Published Jun 19, 2000 · M. Alves, P. Ferreira, H. Maia

Tetrahedron Letters

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11

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Abstract

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Study Snapshot

Novel aziridine esters can be synthesized by adding aromatic nitrogen heterocycles to a 2H-azirine-3-carboxylic ester, leading to pyrroloimidazoles and 2,6-dichlorobenzaldehyde.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Novel aziridine esters by the addition of aromatic nitrogen heterocycles to a 2H-azirine-3-carboxylic ester

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References

High yielding synthesis of heterocyclic β-substituted alanine derivatives

High yields of heterocyclic -substituted alanine derivatives can be synthesized using mild reaction conditions and simple work-up procedures.

Generation and Diels-Alder reactions of t-butyl 2H-azirine-3-carboxylate

The azirinyl ester 2 (R = Bu t) generated by thermolysis of t-butyl 2-azidoacrylate is unstable but can be intercepted by Diels-Alder cycloaddition to several dienes, exhibiting high diastereose

Electronically Mediated Selectivity in Ring Opening of 1-Azirines. The 3-Z Mode: Convenient Route to 2-Aza-1,3-dienes.

The 3-Z mode in ring opening of 1-azirines provides a convenient route to 2-aza-1,3-dienes, which can be used in hetero Diels-Alder reactions with electron-deficient dienophiles.

Reactions of methyl 2-aryl-2H-azirine-3-carboxylates with nucleophiles

This study demonstrates that nucleophiles can react with methyl 2-aryl-2H-azirine-3-carboxylates to produce various products, including aziridines, pyrroles, and vinylidenecyclopentanones, with crystal structures provided.

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