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Bu4NI-Catalyzed C–C Bond Cleavage and Oxidative Esterification of Allyl Alcohols with Toluene Derivatives
Synthesis ( IF 2.2 ) Pub Date : 2019-07-16 , DOI: 10.1055/s-0039-1690105
Yaoyao Chen , Chengliang Li , Yongmei Cui , Mingming Sun , Xueshun Jia , Jian Li

§ These authors contributed equally to this work.

Abstract

A novel oxidative esterification of 1-arylprop-2-en-1-ols with toluene derivatives catalyzed by tetrabutylammonium iodide (TBAI) is reported. The optimization of the reaction conditions illustrates that each of experiment parameters including the catalyst, solvent, and oxidant is significant for present oxidative functionalization. This metal-free protocol has a broad substrate scope including the halogen groups for further functionalization and enriches the reactivity profile of allyl alcohol and toluene derivatives. In addition, this protocol represents a new transformation of allyl alcohol involving C–C bond cleavage and C–O bond forming.

A novel oxidative esterification of 1-arylprop-2-en-1-ols with toluene derivatives catalyzed by tetrabutylammonium iodide (TBAI) is reported. The optimization of the reaction conditions illustrates that each of experiment parameters including the catalyst, solvent, and oxidant is significant for present oxidative functionalization. This metal-free protocol has a broad substrate scope including the halogen groups for further functionalization and enriches the reactivity profile of allyl alcohol and toluene derivatives. In addition, this protocol represents a new transformation of allyl alcohol involving C–C bond cleavage and C–O bond forming.



中文翻译:

Bu4NI催化的丙烯基碳原子键断裂和甲苯衍生物的氧化酯化反应

§这些作者同等贡献这项工作。

抽象的

报道了碘化四丁铵(TBAI)催化的1-芳基丙-2-烯-1-醇与甲苯衍生物的新型氧化酯化反应。反应条件的优化表明,每个实验参数,包括催化剂,溶剂和氧化剂,对于目前的氧化功能化都是重要的。这种不含金属的方案具有广泛的底物范围,包括用于进一步官能化的卤素基团,并丰富了烯丙醇和甲苯衍生物的反应活性。此外,该方案代表了烯丙醇的新转变,涉及C–C键断裂和C–O键形成。

报道了碘化四丁铵(TBAI)催化的1-芳基丙-2-烯-1-醇与甲苯衍生物的新型氧化酯化反应。反应条件的优化表明,每个实验参数,包括催化剂,溶剂和氧化剂,对于目前的氧化功能化都是重要的。这种不含金属的方案具有广泛的底物范围,包括用于进一步官能化的卤素基团,并丰富了烯丙醇和甲苯衍生物的反应活性。此外,该方案代表了烯丙醇的新转变,涉及C–C键断裂和C–O键形成。

更新日期:2019-07-16
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