PhIO/Et 3 N ⋅ 3HF‐Mediated Formation of Fluorinated 2 H ‐Azirines via Domino Fluorination/Azirination Reaction of Enamines | Zendy

Zhang Yong | Zendy; Zhao Xiaoyuan | Zendy; Zhuang Chen | Zendy; Wang Senlin | Zendy; ZhangNegrerie Daisy | Zendy; Du Yunfei | Zendy

Premium

PhIO/Et 3 N ⋅ 3HF‐Mediated Formation of Fluorinated 2 H ‐Azirines via Domino Fluorination/Azirination Reaction of Enamines

Author(s) -

Zhang Yong,

Zhao Xiaoyuan,

Zhuang Chen,

Wang Senlin,

ZhangNegrerie Daisy,

Du Yunfei

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201800124

Subject(s) - chemistry , enamine , hypervalent molecule , domino , reagent , fluorine , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis

A variety of enamine carboxylic esters and enaminones were converted to the biologically interesting fluorinated 2 H ‐azirines through reactions with PhIF 2 generated in situ by PhIO and Et 3 N ⋅ 3HF in 1,2‐dichroloethane, which features the hypervalent iodine reagents‐mediated introduction of fluorine atom and formation of the 2 H ‐azirine skeleton under metal‐free conditions. The domino reaction is postulated to proceed via a PhIF 2 ‐mediated oxidative fluorination and a subsequent azirination of the fluorinated enamine intermediates.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research