Scalable Electrochemical Dehydrogenative Lactonization of C(sp2/sp3)-H Bonds

作者：Zhang, Sheng^*; Li, Lijun; Wang, Huiqiao; Li, Qian; Liu, Wenmin; Xu, Kun^*; Zeng, Chengchu^*

来源：Organic Letters, 2018, 20(1): 252-255.

DOI：10.1021/acs.orglett.7b03617

• CARBOXYLIC-ACIDS
• BENZOIC-ACIDS
• FUNCTIONALIZATION
• HETEROCYCLES
• OXYGENATION
• C(SP(2))-H
• PHTHALIDES
• OXIDATION
• LACTONES
• ARENES

A practical, electrochemical method is developed for the direct dehydrogenative lactonization of C(sp(2)/sp(3))-H bonds under external oxidant- and metal-free conditions, delivering diverse lactones, including coumarin derivatives with excellent regioselectivity. The scalable nature of this newly developed electrochemical process was demonstrated on a 40 g scale following an operationally simple protocol. The remote lactonization of C(sp(3)) H bonds would constitute an important synthetic advance toward electrochemical C-O bond formation.

• 出版日期2018-1-5
• 单位北京工业大学; 南阳师范学院