4.6 Article

Base-promoted highly efficient synthesis of nitrile-substituted cyclopropanes via Michael-initiated ring closure

Journal

RSC ADVANCES
Volume 12, Issue 44, Pages 28576-28579

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ra05393d

Keywords

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Funding

  1. NSFC [21762003, 21967002]
  2. NSF of Jiangxi Provincial [20212ACB213002, 20212BAB213011]
  3. NSF of Jiangxi Provincial Education Department [GJJ201422]

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A convenient and efficient annulation reaction method has been developed for the synthesis of dinitrile-substituted cyclopropanes. The method exhibits broad substrate compatibility and high yields, achieved through tandem Michael-type addition and intramolecular cyclization.
A convenient and efficient annulation reaction has been developed for the general synthesis of dinitrile-substituted cyclopropanes in moderate to excellent yields. A variety of 2-arylacetonitriles and alpha-bromoennitriles were compatible under the standard conditions. The reaction was achieved through tandem Michael-type addition followed by intramolecular cyclization. The preliminary application of this method was confirmed by the synthesis of the 2,4-dioxo-3-azabicyclo[3.1.0]hexane scaffold.

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