Visible-light mediated C-3 amination of quinoxalin-2(1H)-ones via electron donor-acceptor complexation
Title | Visible-light mediated C-3 amination of quinoxalin-2(1H)-ones via electron donor-acceptor complexation |
Publication Type | Journal Article |
Year of Publication | 2024 |
Authors | More, DA, Gayathri, PR, Thete, KR, Muthukrishnan, M |
Journal | Asian Journal of Organic Chemistry |
Volume | 13 |
Issue | 8 |
Date Published | AUG |
Type of Article | Article |
ISSN | 2193-5807 |
Keywords | C-3 amination, Dehydrogenative amination, EDA complex, quinoxalin-2(1H)-ones |
Abstract | The formation of carbon-nitrogen bonds holds paramount importance in the realm of synthetic organic chemistry, finding extensive applications in the synthesis of pharmaceuticals, agrochemicals, and organic materials. Herein, we describe a novel EDA complex mediated, metal- and photocatalyst-free, visible-light-initiated direct C-3 amination of biologically important, quinoxalin-2(1H)-one moiety. The key to the success lies in the formation of a photoactivated electron donor-acceptor complex between quinoxalin-2(1H)-one and amine, which undergo subsequent electron transfer reaction to effect the desired transformation. A diverse array of 3-aminoquinoxalin-2(1H)-ones were prepared employing this process and the yields are up to 87%. This work represents a significant advancement toward a more environmentally friendly and efficient approach, characterized by mild reaction conditions and a high atom economy. |
DOI | 10.1002/ajoc.202400150 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.7 |
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