Metal-Free Iodine-Catalyzed Oxidation of Ynamides and Diaryl Acetylenes into 1,2-Diketo Compounds
- Title
- Metal-Free Iodine-Catalyzed Oxidation of Ynamides and Diaryl Acetylenes into 1,2-Diketo Compounds
- Author
- 신승훈
- Keywords
- EFFICIENT CATALYST; BENZIL DERIVATIVES; AEROBIC OXIDATION; MOLECULAR-IODINE; ALPHA-DIKETONES; ALKYNES; AZIRIDINATION; CYCLIZATION; OLEFINS; ALKENES
- Issue Date
- 2018-04
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF ORGANIC CHEMISTRY, v. 83, no. 8, page. 4703-4711
- Abstract
- Metal-free oxidation of ynamides is described, employing pyridine-N-oxides as oxidants under molecular iodine catalysis. In stark contrast to Bronsted acid catalysis, iodophilic activation of ynamides diverts the reaction manifold into a dioxygenation pathway. This oxidation is very rapid at room temperature with only 2.5 mol % I-2. Furthermore, this protocol could be extended to nonactivated alkynes, such as diarylacetylenes, to deliver various benzil derivatives.
- URI
- https://pubs.acs.org/doi/10.1021/acs.joc.8b00484https://repository.hanyang.ac.kr/handle/20.500.11754/118440
- ISSN
- 0022-3263
- DOI
- 10.1021/acs.joc.8b00484
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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