期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 17, 页码 11857-11864出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01152
关键词
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资金
- Priori t y Academic Program Development of Jiangsu Higher Education Institutions
- Top-notch Academic Programs Project of Jiangsu Higher Education Institutions [PPZY2015B112]
A pseudo-three-component annulation reaction was investigated to access polysubstituted 5H-chromeno[2,3-b]pyridines. This reaction involved a sequential intermolecular addition/cyclization/epoxidation/ring opening/aromatization sequence, providing an efficient and atom economical approach for the synthesis of 3-hydroxy-5H-chromeno[2,3-b]pyridines from readily available substrates.
A pseudo-three-component annulation reaction of substituted 2-amino-4H-chromen-4-ones with aromatic aldehydes promoted by DBU was investigated to access polysubstituted 5H-chromeno[2,3-b]pyridines. This reaction included a sequential intermolecular nucleophilic addition/Michael cyclization/intramolecular epoxidation/ring opening/aromatization sequence, which possessed excellent step and atom economy in a single operation for generating 3-hydroxy-5H-chromeno[2,3-b]pyridines from readily available substrates.
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