Ru(II)-Catalyzed Decarbonylative Alkylation and Annulations of Benzaldehydes with Iodonium Ylides under Chelation Assistance
Xiang Li, Yang Shen, Guodong Zhang, Xin Xiao Zheng, Qing Zhao, Zihe Song
Abstract
A Ru(II)-catalyzed decarbonylative alkylation and annulation of salicylaldehydes and 2-aminobenzaldehydes with iodonium ylides has been developed for the synthesis of dibenzo[b,d]furans and NH-free carbazolones. The reaction proceeds smoothly under mild conditions with a low catalyst loading and a broad substrate compatibility. Notably, hydroxy and free amino groups were demonstrated to be the effective directing groups, enabling the successful aldehyde C–H bond activation and subsequent decarbonylation and annulation under the inexpensive Ru(II) catalyst.
Topics & Concepts
ChemistryCatalysisAlkylationChelationOrganic chemistryMedicinal chemistryCombinatorial chemistryOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms