Dehydrogenation of N-Heterocycles by Superoxide Ion Generated through Single-Electron Transfer
Dehydrogenation of N-Heterocycles by Superoxide Ion Generated through Single-Electron Transfer
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单电子转移产生的超氧离子对 N-杂环进行脱氢
DOI：
10.1002/chem.201705202
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发表时间：
2018-02-09
影响因子：
4.3
通讯作者：
Wang, Qing-Min
中科院分区：
文献类型：
--
作者：
Huang, Yuan-Qiong;Song, Hong-Jian;Wang, Qing-Min
含氮杂芳烃基序存在于许多药物、天然产物和合成材料中。虽然已经报道了通过相应的饱和杂环的脱氢来合成这些化合物的几种优雅的方法，但是一些方法受到长反应时间、苛刻条件和对不易获得的催化剂的需要的阻碍。本文报道了一种新的N-杂环化合物脱氢方法。具体而言，原位产生的O-2（中心点-）作为N-杂环底物的氧化剂，这些底物通过氢原子转移机制易于氧化。该方法为N-杂芳烃的合成提供了一条通用的绿色路线。
Nitrogen-containing heteroarene motifs are found in numerous pharmaceuticals, natural products, and synthetic materials. Although several elegant methods for synthesis of these compounds through dehydrogenation of the corresponding saturated heterocycles have been reported, some of the methods are hampered by long reaction times, harsh conditions, and the need for catalysts that are not readily available. This work reports a novel method for dehydrogenation of N-heterocycles. Specifically, O-2(center dot-) generated in situ acts as the oxidant for N-heterocycle substrates that are susceptible to oxidation through a hydrogen atom transfer mechanism. This method provides a general, green route to N-heteroarenes.