Electrochemical Selective Oxidative Functionalization of Caffeine

作者:Liang, XA (Liang, Xing-An)[ 1 ] ; Liu, DD (Liu, Dingdong)[ 1 ] ; Sun, H (Sun, He)[ 1 ] ; Jiang, CY (Jiang, Chongyu)[ 1 ] ; Chen, H (Chen, Hong)[ 1 ] ; Niu, LB (Niu, Linbin)[ 1 ] ; Mahato, K (Mahato, Karuna)[ 1 ] ; Abdelilah, T (Abdelilah, Takfaoui)[ 1 ] ; Zhang, H (Zhang, Heng)[ 1 ] ; Lei, AW (Lei, Aiwen)[ 1 ]

ADVANCED SYNTHESIS & CATALYSIS

卷: 362 期: 5 页: 1138-1143

DOI: 10.1002/adsc.201901170

出版年: MAR 4 2020

在线发表日期: JAN 2020

文献类型:Article

摘要

Direct electrochemical oxidative functionalization of caffeine under metal-free and external-oxidant-free conditions was achieved. Nucleophiles such as various substituted pyrazoles, alcohols, and sodium trifluoromethanesulfonate can be utilized with high diastereoselectivity for the dearomatizative functionalization of caffeine. In addition, selective C2 functionalization of caffeine has also been realized with the modification of solvent and reaction time. A gram-scale experiment demonstrates the potential application in the derivatization of caffeine.

关键词

作者关键词:electrochemistry; oxidation; dearomatization; caffeine

KeyWords Plus:DEAROMATIZATION; CONSTRUCTION; STRATEGIES

作者信息

通讯作者地址:

Wuhan University Wuhan Univ, Coll Chem & Mol Sci, IAS, Wuhan 430072, Hubei, Peoples R China.

通讯作者地址: Zhang, H; Lei, AW (通讯作者)

Wuhan Univ, Coll Chem & Mol Sci, IAS, Wuhan 430072, Hubei, Peoples R China.

地址:

[ 1 ]‎ Wuhan Univ, Coll Chem & Mol Sci, IAS, Wuhan 430072, Hubei, Peoples R China

电子邮件地址:hengzhang@whu.edu.cn; aiwenlei@whu.edu.cn