Iodine-mediated one-pot synthesis of C-3 acylated indolizines from pyridines, aryl methyl ketones and acrylate derivatives. Issue 27 (5th July 2019)

• Record Type: Journal Article
• Authors: Fang, Youlai; He, Lisheng; Pan, Weidong; Yang, Yuzhu
• Is Part Of: Tetrahedron. Volume 75:Issue 27(2019)
• Page Start: 3767
• Page End: 3771
• Publication Date: 2019-07-05
• Subjects: Indolizine -- One-pot -- Iodine -- 1, 3-Dipolar cycloaddition; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2019.05.058
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: An I2 /CuI-promoted multi-component reaction from pyridines, aryl methyl ketones and electron deficient acrylates has been accomplished in a "one-pot" manner, which provides a straightforward and efficient access to C-3 acylated indolizines. The key intermediate of N -ylides is hypothesized to be generated in situ from pyridines and (hetero)aryl methyl ketones in the presence of iodine. This method has been applied in the synthesis of two molecules with anticonvulsant and anti-inflammatory activities. Graphical abstract: Image 1