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

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

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...

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Veröffentlicht in:Russian chemical bulletin 2022-11, Vol.71 (11), p.2431-2440
Hauptverfasser: Vartanova, A. E., Plodukhin, A. Yu, Boichenko, M. A., Shorokhov, V. V., Zhokhov, S. S., Trushkov, I. V., Ivanova, O. A.
Format: Artikel
Sprache:eng
Schlagworte:
Carboxylates
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Cyclopropane
Decarboxylation
Full Articles
Inorganic Chemistry
Organic Chemistry
Organic compounds
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Zusammenfassung: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.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-022-3671-3