Construction of C-O bond via cross-dehydrogenative coupling of sp [3] C-H bond with phenols catalyzed by copper porphyrin

作者：Yang, Shuang; Xiong, Ming-Feng; Tian, Wan-Qun; Zhang, Hao; Xiao, Xin-Yan; Liu, Hai-Yang^*; Chang, Chi-Kwong

来源：Tetrahedron, 2020, 76(45): 131569.

DOI：10.1016/j.tet.2020.131569

• Cross-dehydrogenative coupling
• Phenolic etherification
• Porphyrin
• Copper

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.