Rapid palladium-catalyzed aminocarbonylations using molybdenum hexacarbonyl and aryl chlorides

ORGN 108

Olof Lagerlund, olle@orgfarm.uu.se1, Mats Larhed1, and Anders Hallberg2. (1) Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, Uppsala University, Box 574, Biomedical Centre, Husargatan 3, Uppsala, 751 23, Sweden, (2) Department of Medicinal Chemistry, Uppsala University, Husargatan 3, Uppsala, SE-751 23, Sweden
Today, there is a large demand for efficient synthetic high-throughput methods in the search of new lead compounds and candidate drugs. In traditional organic chemistry carbon monoxide gas has been extensively used to introduce different carbonyl functionalities. These protocols have not been extensively used in high-speed chemistry since the utilized procedures and equipments are usually limited to solid and liquid reagents. In response to these shortcomings, we have developed a series of rapid and microwave promoted carbonylation protocols employing Mo(CO)6 as a solid carbon monoxide source. We herein report a new aminocarbonylation method using aryl chlorides instead of more expensive aryl bromides and iodides.

20 entries with yields between 54 and 91%.

 

Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 14 March 2005 Convention Center -- Sails Pavilion, Sci-Mix

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005