Affiliation:
1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics (LICP) Chinese Academy of Sciences No.18, Tianshui Middle Road Lanzhou P.R.China, ZIP Code 730000
2. University of Chinese Academy of Sciences Beijing 100049 China
Abstract
AbstractHerein, we reported a practical and metal‐free synthesis of 2,3‐dihydroindolizines using N‐alkyl pyridinium salts and electron‐deficient alkenes with ambient air as a sole oxidant. Interestingly, a halogen bond donor (penta‐fluoroiodobenzene 20 mol %) was successfully applied to promote this partial oxidation by slowing down the undesired decomposition processes, probably because of the formation of a halogen‐bonded adduct. Moreover, the C1 position of 2,3‐dihydroindolizines was utilized as a good nucleophile for nucleophilic aromatic substitution with 4‐iodo‐1‐methylpyridin‐1‐ium trifluoromethanesulfonate as electrophile and provided a new‐type dipyridinium compound effectively.
Funder
National Natural Science Foundation of China
Chinese Academy of Sciences
State Key Laboratory for Oxo Synthesis and Selective Oxidation