Synthesis of π-Extended Heterocycles via Rh(III)-Catalyzed Oxidative Annulation of 5-Aryl Pyrazinones with Alkynes

  • Oh, Harin; 
  • Byun, Hee Won; 
  • Moon, Kyeongwon; 
  • Kim, Saegun; 
  • Ghosh, Prithwish; 
  • ... Park, Jung Su; 
  • 외 4명
Citations

WEB OF SCIENCE

12
Citations

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11

초록

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. ©

키워드

C-H ACTIVATION; N BOND FORMATION; BIOLOGICAL EVALUATION; CATALYZED ANNULATION; INTERNAL ALKYNES; DIRECTING GROUP; RHODIUM; ACCESS; ROUTE; HOMOLOGATION
제목
Synthesis of π-Extended Heterocycles via Rh(III)-Catalyzed Oxidative Annulation of 5-Aryl Pyrazinones with Alkynes
저자
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
DOI
10.1021/acs.joc.1c01752
발행일
2021-12
유형
Article
저널명
The Journal of Organic Chemistry
권
86
호
23
페이지
16349 ~ 16360