Copper acetate catalysed C-C bond formation en route to the synthesis of spiro indanedione cyclopropylpyrazolones

Thirupathi Reddy Penjarla, Adarash Kumar Shukla, Rituparna Hazra, Durba Roy, Maheshwar Kundarapu, Mudit Dixit, Anupam Bhattacharya

Research output: Contribution to journalArticlepeer-review

Abstract

This article reports the synthesis of spiro compounds based on an indanedione-cyclopropane-pyrazolone framework. The reaction relied upon the Michael-initiated ring closure strategy and was carried out under Cu(OAc)2 catalysis, assisted by an oxygen atmosphere and the base Et3N. The final compounds were obtained as an inseparable mixture in most cases with modest to good yields using diverse substrates. Among the two plausible routes, computational studies indicated the feasibility of a route which involves a four-membered Cu containing intermediate. Given the generic nature of the developed method, it may be utilised to synthesise other analogous spiro systems.

Original languageEnglish
JournalOrganic and Biomolecular Chemistry
DOIs
StatePublished - 11 May 2022
Externally publishedYes

Bibliographical note

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© 2022 The Royal Society of Chemistry

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