Electrodimerization of N-Alkoxyamides for Zinc(II) Catalyzed Phenolic Ester Synthesis under Mild Reaction Conditions

被引:21
作者
Subramanian, Kripa [1 ]
Yedage, Subhash L. [1 ]
Bhanage, Bhalchandra M. [1 ]
机构
[1] Inst Chem Technol, Dept Chem, Bombay 400019, Maharashtra, India
关键词
Electrodimerization; N-alkoxyamides; Acylation; Zinc triflate; Phenolic esters; H BOND ACTIVATION; ARYLBORONIC ACIDS; AMIDES; CONVERSION; N; N-DIACYL-N; N-DIALKOXYHYDRAZINES; ALCOHOLYSIS; ACYLATION; REAGENTS;
D O I
10.1002/adsc.201701646
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An electrochemical On-Off method for phenolic ester synthesis from N-alkoxyamides has been reported. This one-pot protocol begins with rapid and selective electrodimerization of the amide using n-Bu4NI (TBAI) as an electrocatalyst. The reaction proceeds further in the absence of current via Zn catalyzed C-N bond activation of the amide dimer followed by its coupling with phenol to form the ester. The present methodology is ligand-free and takes place under mild reaction conditions. This transformation incorporates a wide variety of phenols and amide substrates leading to the formation of functionalized esters highlighting its versatility.
引用
收藏
页码:2511 / 2521
页数:11
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