Photocatalytic para-Selective C-H Functionalization of Anilines with Diazomalonates
- Authors
- Karmakar, Ujjwal; Hwang, Ho Seong; Lee, Yunjeong; Cho, Eun Jin
- Issue Date
- Aug-2022
- Publisher
- American Chemical Society
- Citation
- Organic Letters, v.24, no.33, pp 6137 - 6141
- Pages
- 5
- Journal Title
- Organic Letters
- Volume
- 24
- Number
- 33
- Start Page
- 6137
- End Page
- 6141
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/58909
- DOI
- 10.1021/acs.orglett.2c02228
- ISSN
- 1523-7060
1523-7052
- Abstract
- Visible-light-induced para-selective C-H functionalization of anilines over N-H insertion was developed using diazomalonates with the help of an Ir(III) photocatalyst. The para-selective radical-radical cross coupling proceeded via C-centered radical intermediates generated from both anilines and diazomalonates. The photochemistry of anilines could be extended to other N-heterocycles, such as indole and carbazole. The reaction pathway for the selective C-C coupling was validated by electrochemical and photophysical experiments as well as computational studies. © 2022 American Chemical Society.
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