(KOBu)-Bu-t-promoted C3-homocoupling of quinoxalinones through single electron transfer from an sp(2) carbanion intermediate
  • Kwon, Na Yeon
  • Mishra, Neeraj Kumar
  • Park, Jung Su
  • Woo, Sang Kook
  • Ghosh, Prithwish
  • 외 1명
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초록

The C3-selective homodimerization of quinoxalinones is described. A C3-sp(2) carbanion species generated through deprotonation of quinoxalinone using potassium tert-butoxide ((KOBu)-Bu-t) transfers an electron (single electron transfer mechanism) to a second quinoxalinone, affording a radical-anion intermediate. The radical scavenging and electron paramagnetic resonance (EPR) experiments support the plausible radical reaction pathway. A mild reaction temperature and a short reaction time were attained under cost-effective conditions, which reveal the amenability of this protocol to pharmaceutical and chemical industries.

키워드

NICKEL-COMPLEXACTIVATIONBIPYRIDINEMOLECULESCHEMISTRYMANGANESE
제목
(KOBu)-Bu-t-promoted C3-homocoupling of quinoxalinones through single electron transfer from an sp(2) carbanion intermediate
저자
Kwon, Na YeonMishra, Neeraj KumarPark, Jung SuWoo, Sang KookGhosh, PrithwishKim, In Su
DOI
10.1039/d2cc02636h
발행일
2022-06
유형
Article; Early Access
저널명
Chemical Communications
58
50
페이지
7078 ~ 7081