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
Citations

WEB OF SCIENCE

47
Citations

SCOPUS

43

초록

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 FUNCTIONALIZATIONAZOXY COMPOUNDSCYCLIZATIONACCESS
제목
Synthesis of (2H)-Indazoles and Dihydrocinnolinones through Annulation of Azobenzenes with Vinylene Carbonate under Rh(III) Catalysis
저자
Park, Min SeoMoon, KyeongwonOh, HarinLee, Ji YoonGhosh, PrithwishKang, Ju YoungPark, Jung SuMishra, Neeraj KumarKim, In Su
DOI
10.1021/acs.orglett.1c01866
발행일
2021-07
유형
Article
저널명
Organic Letters
23
14
페이지
5518 ~ 5522