Nickel-Catalyzed Narasaka–Heck Cyclization Carbonylation of Unsaturated Oxime Esters with Arylboronic Acids
Ming Li, Fan Gao, Shan-Mei Xu, Dong‐Yu Miao, Dongping Chen, Shun‐Xi Li, Yi‐Feng Qiu, Zheng‐Jun Quan, Xi‐Cun Wang, Yong‐Min Liang
Abstract
The Narasaka–Heck reaction is one of the most straightforward methods for constructing pyrroline derivatives. Herein, we report a novel nickel-catalyzed three-component carbonylation reaction, which cleverly realizes the continuous construction of C(sp 3 )–N bonds and C(sp 3 )–C(sp 2 ) bonds and effectively promotes the synthesis of acyl-substituted pyrroline derivatives. Furthermore, this strategy not only expands the conversion pathway of γ,δ-unsaturated oxime esters but also provides a new method for the synthesis of nitrogen-containing heterocyclic compounds.
Topics & Concepts
ChemistryCatalysisCarbonylationNickelHeck reactionOximeOrganic chemistryPalladiumCombinatorial chemistryMedicinal chemistryCarbon monoxideCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistry