Literature DB >> 31334531

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

Zhenjie Su1, Zengyang Xie, Shan Wang, Naili Luo, Cunde Wang.   

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.

Entities:  

Year:  2019        PMID: 31334531     DOI: 10.1039/c9ob01308c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  1 in total

1.  A facile metal-free one-flask synthesis of multi-substituted furans via a BF3·Et2O mediated formal [4 + 1] reaction of 3-chloro-3-phenyldiazirines and α,β-alkenyl ketones.

Authors:  Zixin Zhang; Aimin Huang; Lin Ma; Jian-Hua Xu; Min Zhang
Journal:  RSC Adv       Date:  2022-05-18       Impact factor: 4.036

  1 in total

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