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Selective Acylation of Aryl- and Heteroarylmagnesium Reagents with Esters in Continuous Flow

Benjamin Heinz, Dimitrije Djukanovic, Maximilian A. Ganiek, Benjamin Martin, Berthold Schenkel and Paul Knochel*

*Department of Chemistry, Ludwig-Maximilians-Universitšt, Butenandtstr. 5-13, 81377 Munich, Germany, Email: paul.knochelcup.uni-muenchen.de

B. Heinz, D. Djukanovic, M. A. Ganiek, B. Martin, B. Schenkel, P. Knochel, Org. Lett., 2020, 22, 493-496.

DOI: 10.1021/acs.orglett.9b04254


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Abstract

A selective acylation of readily accessible organomagnesium reagents with commercially available esters proceeds in short residence times in continuous flow. Flow conditions prevent premature collapse of the hemiacetal intermediates despite noncryogenic conditions, thus furnishing ketones in good yields.

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Key Words

Acylation, Trifluoromethyl Ketones, Grignard Reaction, Flow Chemistry


ID: J54-Y2020