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Synthesis of π-Extended Heterocycles via Rh(III)-Catalyzed Oxidative Annulation of 5-Aryl Pyrazinones with Alkynes
- Authors
- Oh, Harin; Byun, Hee Won; Moon, Kyeongwon; Kim, Saegun; Ghosh, Prithwish; An, Won; Kwak, Jong Hwan; Park, Jung Su; Mishra, Neeraj Kumar; Kim, In Su
- Issue Date
- Dec-2021
- Publisher
- American Chemical Society
- Citation
- Journal of Organic Chemistry, v.86, no.23, pp 16349 - 16360
- Pages
- 12
- Journal Title
- Journal of Organic Chemistry
- Volume
- 86
- Number
- 23
- Start Page
- 16349
- End Page
- 16360
- ISSN
- 0022-3263
1520-6904
- Abstract
- The Rh(III)-catalyzed C-H functionalization and subsequent oxidative annulation between 5-aryl pyrazinones and internal alkynes are reported. This protocol provides facile access to a wide range of pyrazinone-linked naphthalenes via the C(sp2)-H alkenylation and subsequent annulation. This transformation is characterized by mild conditions, simplicity, and excellent functional group compatibility. Notably, it is a first report of the utilization of pyrazinones as directing groups in C-H functionalization. ©
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