Zhao Liang-Liang, Li Xing-Shuo, Cao Li-Li, Zhang Rui, Shi Xiao-Qian, Qi Jing
Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, People's Republic of China.
Chem Commun (Camb). 2017 May 30;53(44):5985-5988. doi: 10.1039/c7cc02753b.
A strategy for the NHC-catalyzed synthesis of dihydropyridinones and spirooxindoles has been developed via [3+3] annulation reactions of enals or isatin-derived enals with 2-aminoacrylates under oxidative conditions. In this efficient strategy, the 2-aminoacrylates served as nucleophiles. Modifying the standard base switched the carbon-carbon double bond formation from 5,6-positions to 3,4-positions to generate 5,6-dihydropyridinones and 3,4-dihydropyridinones, respectively. Meanwhile, a diverse set of spirooxindole derivatives were also synthesized in good to excellent yields.
通过烯醛或异吲哚酮衍生的烯醛与2-氨基丙烯酸酯在氧化条件下的[3+3]环化反应，开发了一种用于NHC催化合成二氢吡啶酮和螺环氧化吲哚的策略。在这种高效策略中，2-氨基丙烯酸酯作为亲核试剂。改变标准碱可将碳-碳双键的形成位置从5,6-位切换到3,4-位，分别生成5,6-二氢吡啶酮和3,4-二氢吡啶酮。同时，还以良好至优异的产率合成了一系列多样的螺环氧化吲哚衍生物。
