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Palladium Catalyzed Carbonylative Heck Reaction Affording Monoprotected 1,3-Ketoaldehydes

Thomas M. Gøgsig, Dennis U. Nielsen, Anders T. Lindhardt and Troels Skrydstrup*

*Center for Insoluble Protein Structure (inSPIN), Department of Chemistry, Interdisciplinary Nanoscience Center, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark, Email: tschem.au.dk

T. M. Gøgsig, D. U. Nielsen, A. T. Lindhardt, T. Skrydstrup, Org. Lett., 2012, 14, 2536-2539.

DOI: 10.1021/ol300837d (free Supporting Information)


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Abstract

A palladium catalyzed carbonylation of aryl iodides using near stoichiometric amounts of carbon monoxide enables the synthesis of monoprotected 1,3-ketoaldehydes. Besides representing platforms for a variety of heterocyclic structures, these motives serve as viable precursors for the highly relevant aryl methyl ketones.


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Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide

K. T. Neumann, S. R. Laursen, A. T. Lindhardt, B. Bang-Andersen, T. Skrydstrup, Org. Lett., 2014, 16, 2216-2219.

Palladium-Catalyzed Approach to Primary Amides Using Nongaseous Precursors

D. U. Nielsen, R. H. Taaning, A. T. Lindhardt, T. M. Gøgsig, T. Skrydstrup, Org. Lett., 2011, 13, 4454-4457.


Key Words

Aryl Ketones


ID: J54-Y2012-1590