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

Chem Commun (Camb)

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China. and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China.

Published: July 2017

A new palladium-catalyzed dearomatizative [2 + 2 + 1] carboannulation of 1,7-enynes with aryl diazonium salts and HO 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.

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http://dx.doi.org/10.1039/c7cc02830j	DOI Listing

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