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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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5초록
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
Amination; C-H functionalization; N-Heterocycles; Nucleophilic aromatic substitution; Organic azides; COPPER-CATALYZED DIRECT; UNSUBSTITUTED IMINES; BENZYL AZIDES; ALKYL AZIDES; MILD; ACTIVATION
- 제목
- Redox-Neutral Vicarious-Type Nucleophilic Amination of Heterocyclic N-Oxides with Organic Azides
- 저자
- Min, Jeonghyun; Min, Sujin; Chung, Eunjae; Moon, Kyeongwon; Kim, Hyung Sik; Jeong, Taejoo; Rakshit, Amitava; Singh, Pargat; Park, Jung Su; Kim, In Su
- 발행일
- 2024-10
- 유형
- Article
- 권
- 366
- 호
- 19
- 페이지
- 4158 ~ 4162