Annulation of a Methylenecyclopropane with Cyanoalkenes Catalyzed by Lewis Bases-Reference-Cited by-同舟云学术

Annulation of a Methylenecyclopropane with Cyanoalkenes Catalyzed by Lewis Bases

Published:2023-12-22 Issue: Volume: Page:
ISSN:0947-6539
Container-title:Chemistry – A European Journal
language:en
Short-container-title:Chemistry A European J

Author:

Suzuki Itaru¹^ORCID,Kasahara Nozomi²,Ogura Kazuki²,Shibata Ikuya¹²^ORCID

Affiliation:

1. Research Center for Preservation Osaka University 2-4, Yamadaoka Suita Osaka 565-0871 Japan

2. Division of Applied Chemistry Graduate School of Engineering Osaka University 2-1, Yamadaoka Suita Osaka 565-0871 Japan

Abstract

AbstractThe annulation of a methylenecyclopropane with acyl cyanoalkenes by using DABCO or quinuclidine as a catalyst to give 2,3‐dihydofurans has been developed. A stoichiometric amount of the Lewis bases promoted the isomerization of 2,3‐dihydrofurans to furans. 1H NMR spectra of the reaction in situ revealed that the methylenecyclopropane is opened by the Lewis base to form a reaction intermediate that is added to the cyanoalkenes.

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

Reference29 articles.

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2. Transition Metal Chemistry of Cyclopropenes and Cyclopropanes

3. Gold-Catalyzed Tandem Reactions of Methylenecyclopropanes and Vinylidenecyclopropanes

4. Construction of Carbocycles from Methylenecyclopropanes

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