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Coupling of N-Nosylhydrazones with Nitrosoarenes: Transition-Metal-Free Approach to (Z)-N-Arylnitrones
Synthesis ( IF 2.2 ) Pub Date : 2018-02-05 , DOI: 10.1055/s-0036-1591757
Tingting Liu 1 , Zhaohong Liu 2 , Zhenhua Liu 3 , Donghua Hu 1 , Yeming Wang 4
Affiliation  

Abstract

An efficient and transition-metal-free protocol for the synthesis of (Z)-N-arylnitrones from the direct coupling of N-nosylhydrazones with nitrosoarenes under mild conditions is described. The protocol is compatible with a wide range of functional groups placed on both the reagents and provided the corresponding nitrones in good to excellent yields by simple recrystallization process. The use of these 1,3-dipoles for the synthesis of substituted indoles is elaborated for 2,3-diphenyl-1H-indole.

An efficient and transition-metal-free protocol for the synthesis of (Z)-N-arylnitrones from the direct coupling of N-nosylhydrazones with nitrosoarenes under mild conditions is described. The protocol is compatible with a wide range of functional groups placed on both the reagents and provided the corresponding nitrones in good to excellent yields by simple recrystallization process. The use of these 1,3-dipoles for the synthesis of substituted indoles is elaborated for 2,3-diphenyl-1H-indole.



中文翻译:

N-Nosylhydrazones与亚硝基芳烃的偶联:(Z)-N-Arylnitrones的无过渡金属方法

摘要

描述了一种在温和条件下由N-hydr与亚硝基芳烃的直接偶联合成(Z-N-硝酮的有效且无过渡金属的方案。该方案与放置在两种试剂上的各种官能团兼容,并通过简单的重结晶过程以良好或优异的产率提供了相应的硝酮。对于2,3-二苯基-1H-吲哚详细阐述了使用这些1,3-偶极子来合成取代的吲哚。

描述了一种在温和条件下由N-hydr与亚硝基芳烃的直接偶联合成(Z-N-硝酮的有效且无过渡金属的方案。该方案与放置在两种试剂上的各种官能团兼容,并通过简单的重结晶过程以良好或优异的产率提供了相应的硝酮。对于2,3-二苯基-1H-吲哚详细阐述了使用这些1,3-偶极子来合成取代的吲哚。

更新日期:2018-02-05
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