Palladium Catalyzed C−H Olefination of Indolizines at the 1‐Position with Molecular Oxygen as the Terminal Oxidant. Issue 8 (3rd June 2019)

• Record Type: Journal Article
• Authors: Lu, Mingzhu; Shi, Fei; Ji, Meishan; Kan, Yuhe; Hu, Huayou
• Is Part Of: Asian journal of organic chemistry. Volume 8:Issue 8(2019)
• Page Start: 1555
• Page End: 1560
• Publication Date: 2019-06-03
• Subjects: aerobic oxidation -- C−H activation -- indolizines -- olefination -- palladium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201900267
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: A regioselective C1‐olefination of indolizines enabled by Pd II ‐catalyzed non‐directed C−H activation has been developed. Molecular oxygen is employed in this protocol as the terminal oxidant and with a catalytic amount Cu II salt as the co‐oxidant. A broad range of simple and highly fused indolizine substrates were compatible with the reaction conditions, enabling the straightforward synthesis of valuable C1‐substituted indolizine derivatives. Abstract : A palladium‐catalyzed aerobic oxidative coupling reaction between alkenes and indolizines at the C1‐position has been reported. This scalable reaction afforded a variety of 1‐alkenyl indolizines, which may serve as intermediates for the synthesis of natural products, as well as bioactive and luminescent materials.