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Thiyl radical promoted chemo- and regioselective oxidation of CC bonds using molecular oxygen via iron catalysis
Green Chemistry ( IF 9.8 ) Pub Date : 2018-08-31 , DOI: 10.1039/c8gc02369g
Baojian Xiong 1, 2, 3, 4, 5 , Xiaoqin Zeng 1, 2, 3, 4, 5 , Shasha Geng 1, 2, 3, 4, 5 , Shuo Chen 1, 2, 3, 4, 5 , Yun He 1, 2, 3, 4, 5 , Zhang Feng 1, 2, 3, 4, 5
Affiliation  

The first example of the thiyl radical promoted ligand-free iron-catalyzed oxidative cleavage of alkenes using molecular oxygen (1 atm) has been developed. The reaction proceeds under mild reaction conditions with high efficiency and high chemo- and regioselectivity. It features a broad substrate scope and excellent functional group compatibility, enabling facile access to valuable molecules for application in medicinal chemistry. Preliminary mechanistic studies reveal that a vital intermediate dioxetane might be involved in the reaction and a thiyl radical plays a synergistic role in facilitating the selective oxidation of the C[double bond, length as m-dash]C bond.

中文翻译:

硫氧自由基[双键,长度为m-破折号]利用分子氧通过铁催化促进C C键的化学和区域选择性氧化

已经开发出使用分子氧(1 atm)的噻吩基自由基促进的无配体铁催化的烯烃氧化裂解的第一个例子。该反应在温和的反应条件下以高效率以及高化学和区域选择性进行。它具有广泛的底物范围和出色的官能团相容性,可轻松获得有价值的分子以用于药物化学。初步的机理研究表明,重要的中间体二氧杂环丁烷可能参与该反应,而硫代自由基在促进C [双键,长度为m-破折号]C键的选择性氧化中起着协同作用。
更新日期:2018-10-01
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