A one-pot synthesis of pyrido[2,3-b][1,4]oxazin-2-ones

被引:50
作者
Cho, SD
Park, YD
Kim, JJ
Lee, SG
Ma, C
Song, SY
Joo, WH
Falck, JR
Shiro, M
Shin, DS [1 ]
Yoon, YJ
机构
[1] Gyeongsang Natl Univ, Dept Chem, Chinju 660701, South Korea
[2] Gyeongsang Natl Univ, Res Inst Nat Sci, Chinju 660701, South Korea
[3] Changwon Natl Univ, Dept Chem, Chang Won 641773, South Korea
[4] Changwon Natl Univ, Res Inst Nat Sci, Chang Won 641773, South Korea
[5] Univ Texas, SW Med Ctr, Dept Biochem, Dallas, TX 75390 USA
[6] Rigaku Corp, Akishima, Tokyo 1968666, Japan
关键词
D O I
10.1021/jo034593i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pyrido[2,3-b][1,4]oxazin-2-ones are conveniently prepared in excellent yields by a one-pot annulation of N-substituted-2-chloroacetamides with 2-halo-3-hydroxypyr-idines with use of cesium carbonate in refluxing acetonitrile. The key transformation features a Smiles rearrangement of the initial O-alkylation product and subsequent cyclization.
引用
收藏
页码:7918 / 7920
页数:3
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