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Synthesis and Application of 1-(Pyridin-2-yl)-2-azabuta-1, 3-dienes
Received date: 2013-12-19
Revised date: 2014-02-06
Online published: 2014-02-21
1-(Pyridin-2-yl)-2-azabuta-1,3-dienes (2) prepared from pyridine-2-carboxaldehyde underwent Diels-Alder reaction with electron-poor dienophiles such as alkenes and alkynes to give 6-(pyridin-2-yl)piperidin-2-ones and dihydro-6-(pyri- din-2-yl)pyridin-2-ones. Dihydro-6-(pyridin-2-yl)pyridin-2-one was oxidized with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to afford 6-(pyridin-2-yl) pyridin-2-one. Treatment of 6-(pyridin-2-yl)pyridin-2-one with phosphorus oxychloride gave bipyridine derivative.
Key words： 2-azabuta-1,3-diene; Diels-Alder reaction; piperidin-2-one; pyridin-2-one
Yang Weifang , Xu Xiaoli , Zhang Zhanbin . Synthesis and Application of 1-(Pyridin-2-yl)-2-azabuta-1, 3-dienes[J]. Chinese Journal of Organic Chemistry, 2014 , 34(6) : 1161 -1166 . DOI: 10.6023/cjoc201312024
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