Chemistry Publications

Document Type

Article

Publication Date

11-27-2006

Journal

Advanced Synthesis and Catalysis

Volume

348

Issue

16-17

First Page

2385

Last Page

2390

URL with Digital Object Identifier

10.1002/adsc.20060029

Abstract

The formal [3+2] dipolar cycloaddition (or annulation) of donor-acceptor cyclopropanoate esters with pyridines and 5-nitroquinoline is reported. Electron-deficient pyridine dipolarophiles (R=CN, CO2Et, COMe) participate in the annulation whereas electron rich species do not. The product 2,3-dihydroindolizines undergo rapid autooxidation, and the X-ray structures for two of the aromatic products are reported.


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