4.7 Article

TBAI/H2O-cooperative electrocatalytic decarboxylation coupling-annulation of quinoxalin-2(1 H )-ones with N-arylglycines

Journal

CHINESE CHEMICAL LETTERS
Volume 34, Issue 7, Pages -

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2022.108036

Keywords

Green chemistry; Electrochemistry; Aminomethyl radical; Annulation reaction

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The first example of TBAI/H2O cooperative electrocatalytic coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines was developed. A broad range of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones were obtained in good to excellent yields with exclusive chemoselectivities and excellent regioselectivities. The H-hydrogen bond served as a key factor for the electrocatalytic production of aminomethyl radical at lower oxidative potential.
The first example of TBAI/H2O cooperative electrocatalytic coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines was developed. A broad range of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones were obtained in good to excellent yields with exclusive chemoselectivities and excellent regioselectivities. The H-hydrogen bond served as a key factor for the electrocatalytic production of aminomethyl radical at lower oxidative potential.(c) 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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