Pyrrole-based conjugated N-acyliminium ions: Generation and reaction with electron-rich heteroaromatics

ORGN 164

Anil R. Ekkati, arekkati@mtu.edu, Department of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931 and Dallas K. Bates, dbates@mtu.edu, Department of Chemistry, Michigan Technological Unversity, 1400 Townsend Drive, Houghton, MI 49931.

In the presence of InCl3·4H2O, alcohols having the general skeleton (1) undergo reaction with electron-rich heteroaromatic compounds to provide C-5 functionalized dearomatized pyrrole products (2) in good yield. Several examples of this chemistry will be presented and techniques to enhance or suppress self-condensation (formation of 3) will be discussed.

 

 

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