Authors
Ching‐Zong Luo, Parthasarathy Gandeepan, Jayachandran Jayakumar, Kanniyappan Parthasarathy, Yu‐Wei Chang, Chien‐Hong Cheng
Publication date
2013/10/11
Journal
Chemistry–A European Journal
Volume
19
Issue
42
Pages
14181-14186
Publisher
WILEY‐VCH Verlag
Description
An efficient and convenient method for the synthesis of highly substituted polycyclic pyridinium salts from the reaction of various 2‐aryl‐pyridines and 2‐aryl‐sp2‐nitrogen‐atom‐containing heterocycles with alkynes through rhodium(III)‐catalyzed CH activation and annulation under an O2 atmosphere is described. A possible mechanism that involves the chelation‐assisted CH activation of the 2‐aryl‐pyridine substrate, insertion of the alkyne, and reductive elimination is proposed. This mechanism was supported by the isolation of a five‐membered rhodacycle (I′). In addition, kinetic isotope studies were performed to understand the intimate reaction mechanism.
Scholar articles
CZ Luo, P Gandeepan, J Jayakumar, K Parthasarathy… - Chemistry–A European Journal, 2013