Redox-Neutral Vicarious-Type Nucleophilic Amination of Heterocyclic N-Oxides with Organic Azides
  • Min, Jeonghyun
  • Min, Sujin
  • Chung, Eunjae
  • Moon, Kyeongwon
  • Kim, Hyung Sik
  • ... Park, Jung Su
  • 외 4명
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6
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5

초록

Site-selective amination of N-heterocycles is an interesting topic in organic synthesis and drug discovery. We herein present a method for the vicarious-type nucleophilic amination of azine N-oxides and cyclic iminoamides using iminyl anions, readily generated from organic azides under basic conditions. The plausible reaction mechanism involving nucleophilic aromatic substitution by iminyl anions is elucidated by a series of mechanistic investigations.

키워드

AminationC-H functionalizationN-HeterocyclesNucleophilic aromatic substitutionOrganic azidesCOPPER-CATALYZED DIRECTUNSUBSTITUTED IMINESBENZYL AZIDESALKYL AZIDESMILDACTIVATION
제목
Redox-Neutral Vicarious-Type Nucleophilic Amination of Heterocyclic N-Oxides with Organic Azides
저자
Min, JeonghyunMin, SujinChung, EunjaeMoon, KyeongwonKim, Hyung SikJeong, TaejooRakshit, AmitavaSingh, PargatPark, Jung SuKim, In Su
DOI
10.1002/adsc.202400669
발행일
2024-10
유형
Article
저널명
Journal für Praktische Chemie
366
19
페이지
4158 ~ 4162