Oxidant-Controlled Divergent Syntheses of Pyrazoles and Pyrroles by Copper(I)-Catalyzed Oxidative Coupling of β-Enamino Esters

  • Jang, Su San
  • Chang, Jun Yeong
  • Kang, Gil Yeong
  • Youn, So Won
Citations

WEB OF SCIENCE

5
Citations

SCOPUS

15

초록

Copper(I)-catalyzed oxidative annulations of beta-enamino esters with oxidant dependence are disclosed. These reactions offer divergent syntheses of fully substituted pyrazoles and pyrroles from a common enamine substrate through sequential C-C and N-N or C-N bond-forming reactions in the presence of nitriles as reagent or cosolvent. A mechanism involving radical intermediates generated by single-electron transfer (SET) is proposed for both processes.

키워드

annulationbeta-enamino esterscoppernitrogen heterocyclesoxidationFREE-RADICAL REACTIONSC-C BONDCONVENIENT SYNTHESISDIRECT ACCESSCYCLIZATIONAMINODIMERIZATIONREDUCTIONEFFICIENTALKALOIDS
제목
Oxidant-Controlled Divergent Syntheses of Pyrazoles and Pyrroles by Copper(I)-Catalyzed Oxidative Coupling of β-Enamino Esters
저자
Jang, Su SanChang, Jun YeongKang, Gil YeongYoun, So Won
DOI
10.1002/ajoc.201900351
발행일
2019-09
유형
Article
저널명
Asian Journal of Organic Chemistry
8
9
페이지
1668 ~ 1673