Studies on Heterocyclic Enaminonitriles. IX. : Ring Openiong of 2-Amino-3-cyano-4, 5-dihydrofurans by the Use of Benzoyl(and Acetyl) Chlorides

doi:10.1248/CPB.34.590

Paper

Studies on Heterocyclic Enaminonitriles. IX. : Ring Openiong of 2-Amino-3-cyano-4, 5-dihydrofurans by the Use of Benzoyl(and Acetyl) Chlorides

Published Feb 25, 1986 · K. Yamagata, Y. Tomioka, M. Yamazaki

Chemical & Pharmaceutical Bulletin

UNKNOWN SJR score

4

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

The reaction of 2-amino-3-cyano-4, 5-dihydrofuran (Ia) with benzoyl(or acetyl) chloride in the presence of sodium hydride and sodium hydrogen carbonate gave 2-benzoyloxy(or acetoxy)ethyl-malononitrile (IIa or IIIa). Similarly, 2-amino-3-cyano-5-methyl-4, 5-dihydrofuran (Ib) and 2-amino-3-cyano-4-phenyl(or 5-phenyl)-4, 5-dihydrofuran (Ic or Id) reacted with benzol(or acetyl)-chloride to form the corresponding malononitrile derivatives (IIb-d or IIIb-d). On the other hand, the reaction of Ia with phenacyl bromide gave 3-cyano-2-imino-3-phenacyltetrahydrofuran (IV).

Study Snapshot

This study demonstrates that benzoyl and acetyl chlorides can open the rings of 2-amino-3-cyano-4, 5-dihydrofurans, forming malononitrile derivatives with various functional groups.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Studies on Heterocyclic Enaminonitriles. IX. : Ring Openiong of 2-Amino-3-cyano-4, 5-dihydrofurans by the Use of Benzoyl(and Acetyl) Chlorides

Sign up to use Study Snapshot

References

Citations

A Green Approach to the Synthesis of Novel Indole Substituted 2-Amino- 4,5-dihydro-3-furancarbonitriles in Water

This study developed a green, catalyst-free method for synthesis of indole substituted 2-amino-4,5-dihydro-3-furancarbonitriles in water, offering potential for biological and pharmaceutical applications.

A convenient synthesis of polysubstituted 2-amino-4,5-dihydrofuran-3-nitriles from benzoins or benzaldehydes

Polysubstituted 2-amino-4,5-dihydrofuran-3-nitriles can be easily synthesized from benzoins or benzaldehydes using a one-pot tandem procedure.

Synthesis of dihydrofuro[2,3‐b]pyridines by the reaction of 2‐amino‐4,5‐dihydro‐3‐furancarbonitriles with α,β‐unsaturated carbonyl compounds

Dihydrofuro[2,3-b]pyridines can be synthesized by reacting 2-amino-4,5-dihydro-3-furancarbonitriles with,-unsaturated carbonyl compounds, yielding various dihydro-furo[2,3-b