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Title: | Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes |
Authors: | Kumar, Dalip |
Keywords: | Chemistry Carbene compounds Hydrocarbons Rearrangement Organic reactions |
Issue Date: | 12-Nov-2002 |
Publisher: | ACS |
Abstract: | Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to β-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enediyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate. |
URI: | https://pubs.acs.org/doi/10.1021/ol027100p http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/3090 |
Appears in Collections: | Department of Chemistry |
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