Copper Catalysis for Nicotinate Synthesis through β‐Alkenylation/Cyclization of Saturated Ketones with β‐Enamino Esters

• DOI: 10.1002/adsc.201701031
• Publication Date: 2017-11-10T02:56:39Z
• Authors: Fei Ling; Lian Xiao; Lu Fang; Yaping Lv; Weihui Zhong
• Keywords: Annulation; Enamine; Aromatization

Abstract The first example of a Cu‐catalyzed and 4‐OH‐TEMPO mediated intermolecular [3+3] annulation saturated ketones with β ‐enamino esters is reported herein, which was successfully used for the synthesis versatile nicotinates through sequential β‐ C( sp 3 )‐H bond alkenylation, enamine‐carbonyl condensation aromatization. This protocol tolerates variety functional groups, thereby providing practical efficient method fabrication 5H ‐chromeno[4,3‐b]pyridin‐5‐one skeletons. magnified image