A One-Pot Synthesis of Pyrido[2,3-<i>b</i>][1,4]oxazin-2-ones
journal contribution
posted on 2003-09-06, 00:00 authored by Su-Dong Cho, Yong-Dae Park, Jeum-Jong Kim, Sang-Gyeong Lee, Chen Ma, Sang-Yong Song, Woo-Hong Joo, J. R. Falck, Motoo Shiro, Dong-Soo Shin, Yong-Jin YoonPyrido[2,3-<i>b</i>][1,4]oxazin-2-ones are conveniently
prepared in excellent yields by a one-pot annulation of
<i>N</i>-substituted-2-chloroacetamides with 2-halo-3-hydroxypyridines with use of cesium carbonate in refluxing acetonitrile.
The key transformation features a Smiles rearrangement
of the initial <i>O</i>-alkylation product and subsequent cyclization.
History
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