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Synthesis of (2H)-Indazoles and Dihydrocinnolinones through Annulation of Azobenzenes with Vinylene Carbonate under Rh(III) Catalysis
- Park, Min Seo;
- Moon, Kyeongwon;
- Oh, Harin;
- Lee, Ji Yoon;
- Ghosh, Prithwish;
- ... Park, Jung Su;
- 외 3명
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43초록
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.
키워드
C-H FUNCTIONALIZATION; AZOXY COMPOUNDS; CYCLIZATION; ACCESS
- 제목
- Synthesis of (2H)-Indazoles and Dihydrocinnolinones through Annulation of Azobenzenes with Vinylene Carbonate under Rh(III) Catalysis
- 저자
- Park, Min Seo; Moon, Kyeongwon; Oh, Harin; Lee, Ji Yoon; Ghosh, Prithwish; Kang, Ju Young; Park, Jung Su; Mishra, Neeraj Kumar; Kim, In Su
- 발행일
- 2021-07
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 23
- 호
- 14
- 페이지
- 5518 ~ 5522