ORGN 286 |
| A method for the mild and efficient synthesis of diverse C-2 substituted N-containing heterocycles in the presence of Au-catalyst has been developed. The cascade transformation proceeds via alkyne-vinylidene isomerization with concomitant 1,2-shift of hydrogen, silyl and stannyl groups. Notably, it was found that previously unknown analogous 1,2-migration of a germyl group also occurs under these reaction conditions. This method allowes for efficient and selective synthesis of C-2 metal-substituted fused heterocycles, a valuble building blocks, unavailable by existing techniques. Mechanistic studies and scope of the reaction with respect to various heterocyclic cores will be discussed.
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New Reactions and Methodology
1:00 PM-4:40 PM, Monday, March 26, 2007 McCormick Place East -- Room E351, Level 3, Oral
Division of Organic Chemistry |
