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Copper-catalyzed fragmentation-rearrangement sequence of cycloketoxime esters
Tetrahedron ( IF 2.1 ) Pub Date : 2019-12-11 , DOI: 10.1016/j.tet.2019.130873
Yixiao Wu , Binlin Zhao , Zhuangzhi Shi , Yu Yuan

Copper-catalyzed fragmentation-rearrangement sequence of cycloketoxime esters is reported. This strategy provides direct access to diverse ring-opening acyloxylation nitriles avoiding the use of toxic cyanic reagents with good atom economy and well functional group tolerance. Experimental exploration showed that tetrabutylammonium bromide (TBAB) played an irreplaceable role in this transformation. Based on the primary mechanistic experiments, a plausible mechanism was also proposed.



中文翻译:

铜催化环酮肟酯的断裂重排序列

据报道,铜催化环酮肟酯的断裂重排序列。此策略可直接访问各种开环酰氧基腈,从而避免使用具有良好原子经济性和良好的官能团耐受性的有毒氰基试剂。实验探索表明,四丁基溴化铵(TBAB)在此转化中起着不可替代的作用。基于主要的机械实验,还提出了一个合理的机制。

更新日期:2019-12-11
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