C-H/N-H Annulation of N-Aryl Triazolinediones with Diazo Compounds: A Route to Cinnoline Analogues
  • Jeong, Jimin
  • Kim, Jeeyeon
  • Choi, Junghwan
  • Kang, Jungmin
  • Jang, Seonpil
  • ... Kim, In Su
  • 외 4명
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초록

The preparation and functionalization of cinnolinones and dihydrocinnolinones have emerged as important topics in medicinal chemistry and drug discovery. In this study, we report an iridium(III)-catalyzed C-H/N-H annulation between N-aryl triazolinediones and diazo Meldrum's acid to access a range of dihydrocinnolinones. Furthermore, by modulation of the reaction conditions, a ruthenium(II)-catalyzed annulative cyclization of N-aryl triazolinediones with alpha-diazo-beta-ketoesters was developed to efficiently produce cinnolines.

키워드

FACILE SYNTHESISAZOBENZENESFUNCTIONALIZATIONHETEROCYCLESACTIVATIONEFFICIENT
제목
C-H/N-H Annulation of N-Aryl Triazolinediones with Diazo Compounds: A Route to Cinnoline Analogues
저자
Jeong, JiminKim, JeeyeonChoi, JunghwanKang, JungminJang, SeonpilHong, SeongwonRakshit, AmitavaSingh, PargatJeong, TaejooKim, In Su
DOI
10.1021/acs.joc.5c02497
발행일
2025-12-19
유형
Article
저널명
Journal of Organic Chemistry
90
50
페이지
17992 ~ 18001