Higher-Order Cycloaddition of N-Aromatic Zwitterions and Ketenes to Access Diazepine Derivatives

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초록

A series of N-aromatic zwitterions that could undergo higher-order dipolar cycloadditions were prepared by a rhodium(II)-catalyzed reaction between heteroaromatic compounds and 1-sulfonyl-1,2,3-triazoles. NICS(0) and structural calculations revealed a strong correlation between the aromaticity and stability of N-aromatic zwitterions. The initial success of [5+2] cycloadditions of N-aromatic zwitterions and ketene is expected to advance their application in medicinal chemistry.

키워드

heterocycleszwitterionsketenescycloadditiondiazepinesAZOMETHINE YLIDESREACTIVITY
제목
Higher-Order Cycloaddition of N-Aromatic Zwitterions and Ketenes to Access Diazepine Derivatives
저자
Lee, Ju YoungKim, JiyoungLee, Ji HyeHwang, HyonseokYoo, Eun Jeong
DOI
10.1002/ajoc.201900353
발행일
2019-09
유형
Article
저널명
Asian Journal of Organic Chemistry
8
9
페이지
1654 ~ 1658