Cascade Michael-Intramolecular Transesterification-Elimination Reaction of 3,4-Dihydro-3-nitrochromen-2-ones and β,γ-Unsaturated α-Oxo Esters: An Efficient Access to 2-Pyrone Derivatives

被引:11
作者
Zhang, Li [1 ]
Wang, Youming [1 ]
Song, Haibin [1 ]
Zhou, Zhenghong [1 ]
Tang, Chuchi [1 ]
机构
[1] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Synthetic methods; Domino reactions; Oxygen heterocycles; Michael addition; Transesterification; Elimination; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; CATALYZED SYNTHESIS; CYCLIZATION REACTION; DEFENSIVE STEROIDS; CYCLOADDITION; PYRONES; KETONES; ACIDS; 3,5-DIBROMO-2-PYRONE;
D O I
10.1002/ejoc.201301876
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Multisubstituted 2-oxopyran-6-carboxylic acid derivatives were synthesized under mild reaction conditions through a base-promoted reaction between 3,4-dihydro-3-nitrochromen-2-ones and ,-unsaturated -oxo esters to give products in excellent yields. The reaction is believed to proceed through a cascade Michael-intramolecular transesterification-elimination process.
引用
收藏
页码:3163 / 3169
页数:7
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