Propargylation of CoQ0 through the Redox Chain Reaction

An efficient catalytic propargylation of CoQ0 is described by employing the cooperative effect of Sc­(OTf)3 and Hantzsch ester. It is suggested to work through the redox chain reaction, which involves hydroquinone and dimeric propargylic moiety intermediates. A broad range of propargylic alcohols ca...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 87; no. 1; pp. 683 - 692
Main Authors: Pawlowski, Robert, Stodulski, Maciej, Mlynarski, Jacek
Format: Journal Article
Language:English
Published: United States American Chemical Society 07-01-2022
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Summary:An efficient catalytic propargylation of CoQ0 is described by employing the cooperative effect of Sc­(OTf)3 and Hantzsch ester. It is suggested to work through the redox chain reaction, which involves hydroquinone and dimeric propargylic moiety intermediates. A broad range of propargylic alcohols can be converted into the appropriate derivatives of CoQ0 containing triple bonds in good to excellent yields. The mechanism of the given transformation is also discussed.
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c02685