Electrochemical 1,2-hydrogen atom transfer functionalizations of N-(benzyloxy)phthalimides†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-10-05 DOI:10.1039/D4QO01607F

Xin Fu, Tingting Ran and Jie Liu

引用次数: 0

Abstract

We report a straightforward, catalyst-free method for the cathodic benzylic C–H hydroxyalkylation/arylation of N-(alkyloxy)phthalimides with ketones or cyanopyridines. The reaction is driven by an electrochemically induced 1,2-hydrogen atom transfer involving alkoxy radicals generated by O–N bond cleavage. This protocol provides an efficient approach for the synthesis of a wide range of valuable unsymmetrical 1,2-diols and diarylmethanols.

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N-(苄氧基)邻苯二甲酰亚胺的电化学 1,2-氢原子转移官能化

我们报告了一种直接、无催化剂的方法，用于 N-(烷氧基)邻苯二甲酰亚胺与酮或氰基吡啶的阴极苄基 C-H 羟烷基化/芳基化反应。该反应由电化学诱导的 1,2- 氢原子转移驱动，涉及 O-N 键裂解产生的烷氧基自由基。该方案为合成各种有价值的非对称 1,2-二醇和二芳基甲醇提供了一种有效的方法。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.