ORGN 406 |
| We have previously reported iridium catalyzed C-H activation/borylation of arenes. In addition to their high catalytic activity, we have found high regioselectivity in the borylation of pyrrole and its derivatives. The borylation of pyrrole occurs selectively at the 2-position, whereas N-H protected pyrroles are borylated at the 3-position. Attempted catalytic borylation of 7-azaindole is not feasible. However, this issue is solved by protecting the N-H group of 7-azaindole, and N-methyl-7-azaindole is cleanly borylated at the 2 position. Oxidation of this borylated product gave N-methyl-7-aza-2-oxindole. Borylation and subsequent transformation of other azaindoles and their derivatives will also be described.
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Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
