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Copper-catalyzed oxidative cyclization of 1,5-enynes with concomitant C-C bond cleavage: An unexpected access to 3-formyl-1-indenone derivatives

Journal of Organic Chemistry, ISSN: 1520-6904, Vol: 79, Issue: 11, Page: 4799-4808
2014
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Article Description

A Cu(0)/Selectfluor system-mediated oxidative cyclization of 1,5-enynes with concomitant C-C bond cleavage to access 3-formyl-1-indenone derivatives is described. Preliminary mechanistic investigations disclosed that the C-C bond cleavage involved a novel water-participated oxygen-insertion β-carbon elimination through double oxycuprations. © 2014 American Chemical Society.

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