Back to Search Start Over

Electrochemically initiated intermolecular C–N formation/cyclization of ketones with 2-aminopyridines: an efficient method for the synthesis of imidazo[1,2-a]pyridines

Authors :
Shu-Qi Li
Xiao-Qi Yu
Hui-Zi He
Mei-Lin Feng
Shan-Yong Chen
Long-Yi Xi
Source :
Green Chemistry. 21:1619-1624
Publication Year :
2019
Publisher :
Royal Society of Chemistry (RSC), 2019.

Abstract

Electrochemical intermolecular C–N formation/cyclization of ketones with 2-aminopyridines using catalytic hydriodic acid as the redox mediator was developed, providing imidazo[1,2-a]pyridines under more environmentally benign conditions. The reaction proceeds in a simple undivided cell, using low toxic ethanol as the solvent, without external oxidants, and exhibits high atom economy. A variety of ketones including acetophenones, unsatruated and alkyl ketones are amenable to this reaction, affording the corresponding products in moderate to excellent yields. A three-component tandem reaction realizing C–N, C–S/C–Se bond formation can also be achieved under standard conditions.

Details

ISSN :
14639270 and 14639262
Volume :
21
Database :
OpenAIRE
Journal :
Green Chemistry
Accession number :
edsair.doi...........4ef091ab6babfda2abac010c669eddcc
Full Text :
https://doi.org/10.1039/c8gc03622e