1419293-01-8Relevant academic research and scientific papers
Regioselective acceptorless dehydrogenative coupling of N-heterocycles toward functionalized quinolines, phenanthrolines, and indoles
Talwar, Dinesh,Gonzalez-De-Castro, Angela,Li, Ho Yin,Xiao, Jianliang
, p. 5223 - 5227 (2015)
A new strategy has been developed for the oxidant- and base-free dehydrogenative coupling of N-heterocycles at mild conditions. Under the action of an iridium catalyst, N-heterocycles undergo multiple sp3 C-H activation steps, generating a nucleophilic enamine that reacts in situ with various electrophiles to give highly functionalized products. The dehydrogenative coupling can be cascaded with Friedel-Crafts addition, resulting in a double functionalization of the N-heterocycles. Regioselectively functionalized quinolines, phenanthrolines, and indoles are obtained by dehydrogenation of N-heterocycles in the presence of electrophiles. This reaction produces H2 as the only byproduct under mild conditions.
