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Wiley, European Journal of Organic Chemistry, 8(2018), p. 1034-1040

DOI: 10.1002/ejoc.201701656

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Domino Reaction of Naphthoquinone and β‐Arylpyruvic Acids: Synthesis of 3‐(Naphthoquinonyl)naphthofuran‐2(3H)‐ones

This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

Unprecedented reactivity between naphthoquinone and β‐aryl‐α‐keto acids has been uncovered. The process combined the redox properties of the Michael‐type naphthoquinone acceptor with arylpyruvic acid, which is acting first as a C3‐donor pro‐nucleophile and later as an acylating agent. As a result, densely substituted naphthofuran‐2(3H)‐ones were generated in a mild and simple one‐pot reaction.