Dual Photoredox and Nickel Catalysis in Regioselective Diacylation: Exploring the Versatility of Nickel Oxidation States in Allene Activation
- Authors
- Tambe, Shrikant D; Hwang, Ho Seong; Park, Eunhui; Cho, Eun Jin
- Issue Date
- May-2024
- Publisher
- AMER CHEMICAL SOC
- Citation
- Organic letters, v.26, no.19, pp 4147 - 4151
- Pages
- 5
- Journal Title
- Organic letters
- Volume
- 26
- Number
- 19
- Start Page
- 4147
- End Page
- 4151
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/73868
- DOI
- 10.1021/acs.orglett.4c01373
- ISSN
- 1523-7060
1523-7052
- Abstract
- We present a nickel-catalyzed regioselective radical diacylation of allenes with ketoacids to produce 1,4-dione products by dual photoredox and nickel catalysis. This integrated approach merges redox-active oxidative addition and reductive elimination steps with migratory insertion. The acyl radical generated in the photoredox cycle sequentially adds to Ni(I) and Ni(II) intermediates following a Ni(I)-Ni(II)-Ni(II)-Ni(III)-Ni(I) catalytic cycle. This methodology, supported by DFT calculations, demonstrates the potential of nickel catalysis in the creation of complex molecular architectures.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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