Type 2 intramolecular Diels-Alder reaction with N-acylazo dienophiles: Scope and applications

ORGN 906

Claudia L. Molina, molinac@uci.edu and Kenneth J. Shea. Department of Chemistry, University of California, Irvine, CA, 1102 Natural Sciences II, Irvine, CA 92697
The heteroatom variant of the type 2 intramolecular Diels-Alder reaction has been extended to include N-acylazo dienophiles. Oxidation of hydrazides generated the N-acylazo dienophiles, which cyclized to afford regio-and stereoselective aza-bicyclic systems. Functionalization of these compounds provides an efficient route for the synthesis of seven and eight nitrogen-containing heterocyclic ring systems.

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007