Transition-Metal-Free Acylation of Quinolines and Isoquinolines with Arylmethanols via Oxidative Cross-Dehydrogenative Coupling Reactions

Mehdi Adib*, Rahim Pashazadeh, Saideh Rajai-Daryasarei, Roya Kabiri, Seyed Jamal Addin Gohari

*School of Chemistry, College of Science, University of Tehran, P. O. Box 14155-6455, Tehran, Iran, Email: madibkhayam.ut.ac.ir

M. Adib, R. Pashazadeh, S. Rajai-Daryasarei, R. Kabiri, S. J. A. Gohari, Synlett, 2016, 27, 2241-2245.

DOI: 10.1055/s-0035-1562135

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Abstract

An oxidative cross-dehydrogenative coupling (CDC) strategy enables an efficient acylation of quinolines and isoquinolines with arylmethanols as the acylating agents. This C-aroylation reaction was carried out in the presence of K₂S₂O₈ as oxidant and methyltrioctylammonium chloride (Aliquat 336) as transfer agent in MeCN at 80°C under transition-metal-free conditions.

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Key Words

cross-dehydrogenative coupling reaction, C-C bond formation, metal-free, potassium peroxydisulfate, Aliquat 336, isoquinolines

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ID: J60-Y2016