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Synthesis of perinaphthenones through rhodium-catalyzed dehydrative annulation of 1-naphthoic acids with alkynes

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Abstract

An efficient approach to the synthesis of perinaphthenones via the rhodium-catalyzed dehydrative annulation of 1-naphthoic acids with internal alkynes was developed. Norbornadiene can act as an acetylene equivalent to give unsubstituted perinaphthenones at the 2- and 3-positions via dehydrative annulation followed by a retro Diels–Alder reaction.

Graphical abstract: Synthesis of perinaphthenones through rhodium-catalyzed dehydrative annulation of 1-naphthoic acids with alkynes

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Publication details

The article was received on 20 Jun 2018, accepted on 04 Oct 2018 and first published on 05 Oct 2018


Article type: Communication
DOI: 10.1039/C8OB01453A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Synthesis of perinaphthenones through rhodium-catalyzed dehydrative annulation of 1-naphthoic acids with alkynes

    T. Fukuyama, T. Sugimori, S. Maetani and I. Ryu, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01453A

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