当前位置: X-MOL 学术Synthesis › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Photoredox Synthesis of Arylhydroxylamines from Carboxylic Acids and Nitrosoarenes
Synthesis ( IF 2.6 ) Pub Date : 2018-01-02 , DOI: 10.1055/s-0036-1591744
Nadeem Sheikh 1 , Daniele Leonori 2 , Jacob Davies 2 , Lucrezia Angelini 2 , Mohammed Alkhalifah 1 , Laia Sanz 3
Affiliation  

Published as part of the Bürgenstock Special Section 2017 Future Stars in Organic Chemistry

Abstract

Hydroxylamines are found in biologically active compounds and serve as building blocks for the preparation of nitrogen-containing molecules. Here the direct conversion of carboxylic acids into the corresponding alkylhydroxylamines using organo-photoredox catalysis is reported. The process relies in the generation of alkyl radicals via photoinduced oxidation-decarboxylation and their following reaction with nitrosoarenes. We have successfully applied this method to the late-stage modification of complex and biologically active acids and applied it in novel radical cascade processes.

Hydroxylamines are found in biologically active compounds and serve as building blocks for the preparation of nitrogen-containing molecules. Here the direct conversion of carboxylic acids into the corresponding alkylhydroxylamines using organo-photoredox catalysis is reported. The process relies in the generation of alkyl radicals via photoinduced oxidation-decarboxylation and their following reaction with nitrosoarenes. We have successfully applied this method to the late-stage modification of complex and biologically active acids and applied it in novel radical cascade processes.



中文翻译:

由羧酸和亚硝基芳烃光氧化还原合成芳基羟胺

作为Bürgenstock专栏2017年有机化学中的未来之星的一部分发布

抽象的

羟胺存在于生物活性化合物中,并用作制备含氮分子的基础。此处报道了使用有机光氧化还原催化将羧酸直接转化为相应的烷基羟胺的方法。该方法依赖于通过光诱导的氧化-脱羧作用及其随后与亚硝基芳烃的反应来产生烷基。我们已成功地将此方法应用于复杂的生物活性酸的后期修饰,并将其应用于新型自由基级联过程。

羟胺存在于生物活性化合物中,并用作制备含氮分子的基础。此处报道了使用有机光氧化还原催化将羧酸直接转化为相应的烷基羟胺的方法。该方法依赖于通过光诱导的氧化-脱羧作用及其随后与亚硝基芳烃的反应来产生烷基。我们已成功地将此方法应用于复杂的生物活性酸的后期修饰,并将其应用于新型自由基级联过程。

更新日期:2018-01-02
down
wechat
bug