化学
功能群
试剂
催化作用
组合化学
劈理(地质)
羰基
化学计量学
分子
键裂
光化学
氧气
有机合成
有机化学
立体化学
材料科学
断裂(地质)
复合材料
聚合物
作者
Dengmei Xia,Weijie Wang,Yanping Zhu,Qiannan Li,Xi‐Ke Xu,Jinxin Wang,Yu Zhang,Weidong Zhang
标识
DOI:10.1002/chem.202402607
摘要
Functional group interconversion is of great significance in organic synthesis. However, aerobic cleavage of C=N bonds to access carbonyl compounds still suffered from some limitations such as harsh reaction conditions, stoichiometric oxidants, poor substrate scope and use of toxic reagents. Herein, we report a catalyst‐free and photo‐induced aerobic cleavage of C=N bonds to afford diverse carbonyl compounds using oxygen from air as green oxidant. This mild methodology permits N‐tosylhydrazones converted into the corresponding carbonyl compounds including ketones, amides, aldehydes and carboxylic acids, showing broad functional group tolerance and compatibility. Moreover, the gram‐scale reaction and post‐modification of complicated molecules proved the applicability and efficiency of this strategy. Finally, a plausible mechanism was proposed based on spectroscopic investigations and detailed mechanistic studies.
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