362604-49-7Relevant academic research and scientific papers
Synthesis and thermolysis of heterocyclic 3-aza-3-ene-1,5-diynes(1).
Nadipuram, Asha K,David, Wendi M,Kumar, Dalip,Kerwin, Sean M
, p. 4543 - 4546 (2002)
[reaction: see text] 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 beta-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.
