Issue 31, 2019

Direct synthesis of highly functionalized furans from donor–acceptor cyclopropanes via DBU-mediated ring expansion reactions

Abstract

A DBU-mediated, unprecedented formal ring expansion reaction of 2-acyl-3-arylcyclopropane-1,1-dicarbonitriles for the synthesis of multisubstituted furan derivatives is reported. This transformation represents the regioselective ring-opening reaction of cyclopropane-1,1-dicarbonitriles and annulation using an intramolecular addition cascade reaction protocol for the synthesis of fully substituted furans includes use of readily available starting materials, mild reaction conditions, and it is transition-metal catalyst free, has good functional tolerance, and broad substrate scope.

Graphical abstract: Direct synthesis of highly functionalized furans from donor–acceptor cyclopropanes via DBU-mediated ring expansion reactions

Supplementary files

Article information

Article type
Paper
Submitted
06 Jun 2019
Accepted
08 Jul 2019
First published
08 Jul 2019

Org. Biomol. Chem., 2019,17, 7342-7351

Direct synthesis of highly functionalized furans from donor–acceptor cyclopropanes via DBU-mediated ring expansion reactions

Z. Su, Z. Xie, S. Wang, N. Luo and C. Wang, Org. Biomol. Chem., 2019, 17, 7342 DOI: 10.1039/C9OB01308C

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