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

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 α-bromoennitriles were compatible under the standard conditions. The reaction was achieved through...

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Veröffentlicht in:RSC advances 2022-10, Vol.12 (44), p.28576-28579
Hauptverfasser: Ye, Min, Xu, Fan, Bai, Yun, Zhang, Fanglian, Wang, Wenjia, Qian, Yiping, Chen, Zhengwang
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Zusammenfassung: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 α-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. An efficient base-promoted synthesis of nitrile-substituted cyclopropanes from 2-arylacetonitriles and α-bromoennitriles under mild conditions via Michael-initiated ring closure.
ISSN:2046-2069
DOI:10.1039/d2ra05393d