A modified Pudovik reaction, self-catalysis synthesis of 3-phosphinoylindoles. Issue 30 (25th July 2019)

• Record Type: Journal Article
• Authors: Liu, Guofeng; Gao, Jigang; Zhang, Heng; Qin, Xiangshuo; Guan, Xukai; Jiang, Guofeng; Zhang, Guangliang; Zhang, Suoqin
• Is Part Of: Tetrahedron letters. Volume 60:Issue 30(2019)
• Page Start: 1971
• Page End: 1974
• Publication Date: 2019-07-25
• Subjects: 3-Hydroxy-3-indolyloxindole -- Pudovik reaction -- α-Functionalized phosphates -- Diethyl phosphite; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.06.043
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: We obtained 3-phosphinoylindoles with a self-catalysis system. Quaternary stereocenters were constructed. Undergo smoothly in mild reaction conditions. 3-phosphinoylindoles were obtained in high yields. Abstract: A new method for the synthesis of organophosphorus compounds between 3-hydroxy-3-indolyloxindoles and phosphite is described here. A modified Pudovik reaction is an efficient way applied in this approach. To be specific, this reaction proceeds smoothly under mild conditions with a self-catalysis system, diversely substituted α-functionalized phosphates are afforded with quaternary stereocenters in high yield, and the reaction time is acceptable due to the high reactivity.