Blue Light-Emitting Diode-Induced Direct C-H Functionalization of 1,4-Quinones with Aryl and Alkyl Boronic Acids
Souvik Guha, Tejas Prabakar and Subhabrata Sen*
*Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Dadri, Chithera, Greater Noida, UP 201314, India, Email: subhabrata.sensnu.edu.in
S. Guha, T. Prakabar, S. Sen, J. Org. Chem., 2022, 87, 15421-15434.
DOI: 10.1021/acs.joc.2c01972
see article for more reactions
Abstract
The use of blue light-emitting diodes (LEDs) enables a direct functionalization of numerous 1,4-quinones with various aryl boronic acids at room temperature in an open flask without any catalysts and base in acetonitrile. With diverse 1,4-quinones like 1,4-benzo-, naphtho-, anthra-, and 4-bromonaphthoquinones, facile cross coupling reactions occur with aryl and alkyl boronic acids.
see article for more examples
proposed mechanism
Key Words
Cyclic Enones, Arylation, Photochemistry
ID: J42-Y2022