Regioselective C–H activation of indoles

ORGN 405

Sulagna Paul, Daniel Holmes, holmesd5@pilot.msu.edu, Ghayoor A. Chotana, smithmil@msu.edu, and Milton R. Smith III, smithmil@msu.edu. Department of Chemistry, Michigan State University, East Lansing, MI 48824
Ir–catalyzed borylation is known to functionalize indole at the 2–position. By using an excess of borane, we have found that a second borylation occurs exclusively at the 7–position of indole ring. We have extended this chemistry to other 2–substituted indoles which were selectively borylated at the 7–position. The scope of this reaction, including subsequent transformations of the C–B bonds, will also be presented.

 

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

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005