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Palladium-catalyzed dearomatizative [2 + 2 + 1] carboannulation of 1,7-enynes with aryl diazonium salts and H2O: facile synthesis of spirocyclohexadienone-fused cyclopenta[c]quinolin-4(5H)-ones

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Abstract

A new palladium-catalyzed dearomatizative [2 + 2 + 1] carboannulation of 1,7-enynes with aryl diazonium salts and H2O is presented. The reaction enables the construction of spirocyclohexadienone-fused cyclopenta[c]quinolin-4(5H)-ones through a sequence of Heck-type addition, 6-exo-dig cyclization, ipso-cyclization, dearomatization and hydrolysis.

Graphical abstract: Palladium-catalyzed dearomatizative [2 + 2 + 1] carboannulation of 1,7-enynes with aryl diazonium salts and H2O: facile synthesis of spirocyclohexadienone-fused cyclopenta[c]quinolin-4(5H)-ones

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Publication details

The article was received on 12 Apr 2017, accepted on 07 Jul 2017 and first published on 07 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC02830J
Citation: Chem. Commun., 2017, Advance Article
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    Palladium-catalyzed dearomatizative [2 + 2 + 1] carboannulation of 1,7-enynes with aryl diazonium salts and H2O: facile synthesis of spirocyclohexadienone-fused cyclopenta[c]quinolin-4(5H)-ones

    Y. Liu, R. Song and J. Li, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC02830J

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