Metal-free chemoselective hydrogenation of unsaturated carbon–carbon bonds via cathodic reduction,Organic Chemistry Frontiers

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Metal-free chemoselective hydrogenation of unsaturated carbon–carbon bonds via cathodic reduction
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2020-06-04 , DOI: 10.1039/d0qo00547a
Yongwei Qin _{1,

2,

3,

4} , Jingjun Lu _{1,

2,

3,

4} , Zirong Zou _{1,

2,

3,

4} , Huanliang Hong _{1,

2,

3,

4} , Yamei Li _{1,

2,

3,

4} , Yibiao Li _{1,

2,

3,

4} , Lu Chen _{1,

2,

3,

4} , Jinhui Hu _{1,

2,

3,

4} , Yubing Huang _{1,

2,

3,

4}

Affiliation

A straightforward protocol for efficient and highly selective hydrogenation of unsaturated carbon–carbon bonds via electrochemical reduction has been reported. A series of chain alkanes and carbonyl compounds are produced under metal-free and external-reductant-free electrolytic conditions. Scale-up experiments have exhibited the potential applications of this protocol in practical synthesis. Deuterium-labelling experiments demonstrate that both DMSO and H₂O in the reaction system can provide hydrogen atoms for the reaction.

中文翻译：

通过阴极还原对不饱和碳-碳键进行无金属化学选择性加氢

已经报道了通过电化学还原对不饱和碳-碳键进行高效和高度选择性加氢的简单方法。在无金属和无外还原剂的电解条件下生产了一系列链烷烃和羰基化合物。放大实验显示了该协议在实际合成中的潜在应用。氘标记实验表明，反应体系中的DMSO和H ₂ O均可为反应提供氢原子。

更新日期：2020-07-14

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