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Construction of C–O bond via cross-dehydrogenative coupling of sp [3] C–H bond with phenols catalyzed by copper porphyrin
Tetrahedron ( IF 2.1 ) Pub Date : 2020-09-03 , DOI: 10.1016/j.tet.2020.131569
Shuang Yang , Ming-Feng Xiong , Wan-Qun Tian , Hao Zhang , Xin-Yan Xiao , Hai-Yang Liu , Chi-Kwong Chang

Copper porphyrin-catalyzed construction of ether bond by cross-dehydrogenative coupling of sp [3] C–H bond with phenols bearing electron-withdrawing groups (EWG) was described for the first time. A broad range of substrates afforded different acetals in moderate to excellent yields with good functional group tolerance. The developed method is not only suitable for phenol substrates with ortho-directing groups, but also suitable for those phenol without ortho-directing groups. Significantly, a high turnover number (TON) up to 7300 was achieved in gram-level test.



中文翻译:

通过sp [ 3 ] C–H键与铜卟啉催化的酚的交叉脱氢偶联,构建C–O键

首次描述了铜卟啉催化的sp [3] C–H键与带有吸电子基团(EWG)的酚的交叉脱氢偶联形成醚键。各种各样的底物以中等至优异的产率提供了不同的缩醛,并且具有良好的官能团耐受性。所开发的方法不仅适用于具有邻位导向基团的苯酚底物,而且还适用于不具有邻位导向基团的苯酚。显着地,在克级测试中达到了高达7300的高周转率(TON)。

更新日期:2020-10-17
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