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Synthesis 2022; 54(21): 4802-4809
DOI: 10.1055/a-1878-8272
DOI: 10.1055/a-1878-8272
paper
Synthesis of para-Quinone Methides via Oxidative Ring-Opening of Spiro-cyclopropanyl-cyclohexadienones
Authors
This research was supported by the Key Scientific Research Project of Colleges and Universities in Henan Province (19A150049).
Abstract
An efficient and simple IBX-promoted oxidative ring-opening of spiro-cyclopropanyl-cyclohexadienones was developed. Disubstituted para-quinone methides were obtained with good to excellent yields and high regioselectivity (33 examples, 45–90% yields). This convenient transformation provides a new method to construct significant para-quinone methides and features high efficiency, broad substrate scope, and good functional group compatibility
Key words
spiro-cyclopropanyl-cyclohexadienones - para-quinone methides - IBX - oxidation - ring openingSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1878-8272.
- Supporting Information (PDF)
Publication History
Received: 15 April 2022
Accepted after revision: 20 June 2022
Accepted Manuscript online:
20 June 2022
Article published online:
10 August 2022
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For selected reviews on cyclopropanes, see: