Synthesis of (2H)-Indazoles and Dihydrocinnolinones through Annulation of Azobenzenes with Vinylene Carbonate under Rh(III) Catalysis
- Authors
- Park, MS[Park, Min Seo]; Moon, K[Moon, Kyeongwon]; Oh, H[Oh, Harin]; Lee, JY[Lee, Ji Yoon]; Ghosh, P[Ghosh, Prithwish]; Kang, JY[Kang, Ju Young]; Park, JS[Park, Jung Su]; Mishra, NK[Mishra, Neeraj Kumar]; Kim, IS[Kim, In Su]
- Issue Date
- Jul-2021
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.23, no.14, pp.5518 - 5522
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 23
- Number
- 14
- Start Page
- 5518
- End Page
- 5522
- URI
- https://scholarworks.bwise.kr/skku/handle/2021.sw.skku/89383
- DOI
- 10.1021/acs.orglett.1c01866
- ISSN
- 1523-7060
- Abstract
- The Rh(III)-catalyzed C-H functionalization and subsequent intramolecular cyclization between azobenzenes and vinylene carbonate is described herein. Depending on the electronic property of azobenzenes, this transformation results in the formation of (2H)-indazoles or dihydrocinnolin-4-ones through the generation of ortho-alkylated azo-intermediates followed by decarboxylation. Surprisingly, vinylene carbonate acts as an acetaldehyde or acetyl surrogate to enable the [4 + 1] or [4 + 2] annulation reaction. This transformation is characterized by its mild reaction conditions, simplicity, and excellent functional group compatibility.
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Collections - Pharmacy > Department of Pharmacy > 1. Journal Articles
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