Ring expansion of donor—acceptor cyclopropanes bearing arylcarbamoyl group into 1,5-diarylpyrrolidin-2-ones

A. E. Vartanova, A. Yu. Plodukhin, M. A. Boichenko,V. V. Shorokhov, S. S. Zhokhov,I. V. Trushkov,O. A. Ivanova

Russian Chemical Bulletin（2022）

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摘要

The rearrangement of 2, N -diaryl-1-carbamoylcyclopropanecarboxylates upon their treatment with titanium( iv ) chloride was found to proceed as ring expansion affording 1,5-diaryl-2-oxopyrrolidine-3-carboxylates. In the resulting products, the ester group can be easily removed via either the Krapcho reaction or alkaline hydrolysis followed by the thermal decarboxylation.

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关键词

donor-acceptor cyclopropanes,Lewis acid,pyrrolidin-2-ones,ring expansion reactions,isomerization

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