4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 31, Pages 7342-7351

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob01308c

Keywords

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Funding

  1. National Natural Science Foundation of China (NNSFC) [21173181]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions

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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.

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