1-Methylcycloprop-2-ene-1-carbonitrile in tandem alder-ene and diels-alder reactions

doi:10.1134/S1070428010010033

Paper

1-Methylcycloprop-2-ene-1-carbonitrile in tandem alder-ene and diels-alder reactions

Published Mar 2, 2010 · O. Lodochnikova, R. Ashirov, S. Appolonova

Russian Journal of Organic Chemistry

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4

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Abstract

The reactions of 1-methylcycloprop-2-ene-1-carbonitrile with cyclohexa-1,4-diene and alloocimene gave the corresponding 2:1 addition products as a result of consecutive (conjugate) Alder-ene and Diels-Alder reactions. 1-Methylcycloprop-2-ene-1-carbonitrile acts initially as enophile, and in the second step, as dieno- phile. The structure of the adducts was determined by X-ray analysis.

Study Snapshot

1-Methylcycloprop-2-ene-1-carbonitrile acts as an enophile and dienophile in tandem Alder-ene and Diels-Alder reactions, resulting in 2:1 addition products with cyclohexa-1,4-diene and allooc

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

1-Methylcycloprop-2-ene-1-carbonitrile in tandem alder-ene and diels-alder reactions

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References

Citations

First example of the cascade acylation/IMDAV/ene reaction sequence, leading to N-arylbenzo[f]isoindole-4-carboxylic acids possessing anti-viral activity

The cascade acylation/IMDAV/ene reaction sequence produces polysubstituted hydrogenated benzo[f]isoindole-4-carboxylic acids with antiviral activity.

Synthesis and molecular structure of alloocimene adducts with maleic and citraconic anhydrides

Alloocimene adducts with maleic and citraconic anhydrides form new synthetic sesquiterpenoids with endo addition of dienophiles and syn-boat conformation of the bicyclic skeleton.

5.01 Ene Reactions with Carbon Enophiles – Metallo-Ene Reactions

Ene reactions have evolved into complex carbon-carbon bond forming processes, with new transition metal-mediated and catalyzed methods enabling the synthesis of complex molecules.