ORGN 86 |
Carbonylative acetylene coupling of aryl diazonium ions with NHC-palladium catalysis
| Chun Song1, Yudao Ma2, and Merritt B. Andrus1. (1) Department of Chemistry and Biochemistry, Brigham Young University, C100 BNSN, Provo, UT 84602, (2) Chemistry College, Shandong University, Shanda South Road #27, Jinan, Shandong, 250100, China |
Palladium N-heterocyclic carbene (NHC) catalysis was applied to carbonylative coupling of aryl diazonium tetrafluoroborates and terminal acetylenes to generate aryl alkynyl ketones. The dihydroimidazolium bis-2,6-diisopropylphenyl carbene precursor H2IP•HCl was used together with Pd(OAc)2, triethylamine, and carbon monoxide in THF. Various aryl diazonium ions and acetylenes coupled under these conditions giving ketone products in good to excellent yields. The substrates, and products, together with details of the reaction conditions investigated will be presented.  |
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New Reactions and Methodology, Metal-Mediated Reactions, Heterocycles and Aromatics
8:00 PM-10:00 PM, Sunday, March 28, 2004 Anaheim Convention Center -- Hall A, Poster
Sci-Mix
8:00 PM-10:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- Hall A, Sci-Mix
Division of Organic Chemistry
The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004
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