Sodium Methyl Carbonate as an Effective C1 Synthon. Synthesis of Carboxylic Acids, Benzophenones, and Unsymmetrical Ketones

Timothy E. Hurst, Julie A. Deichert, Lucas Kapeniak, Roland Lee, Jesse Harris, Philip G. Jessop*, Victor Snieckus*

*Department of Chemistry, Queen’s University, Chernoff Hall, Kingston, ON, Canada K7L 3N6, Email: jessopqueensu.ca, victor.snieckuschem.queensu.ca

T. E. Hurst, J. A. Deichert, L. Kapeniak, R. Lee, J. Harris, P. G. Jessop, V. Snieckus, Org. Lett., 2019, 21, 3882-3885.

DOI: 10.1021/acs.orglett.9b00773

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Abstract

The reactivity of sodium methyl carbonate with Grignard and organolithium reagents enables selective syntheses of carboxylic acids, symmetrical ketones, and unsymmetrical ketones.

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Key Words

carboxylation (arenes, alkanes, alkynes), Grignard reaction

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ID: J54-Y2019