当前位置: X-MOL 学术J. Org. Chem. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Metal-Free, Acid/Phosphine-Induced Regioselective Thiolation of p-Quinone Methides with Sodium Aryl/Alkyl Sulfinates
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-01-07 , DOI: 10.1021/acs.joc.0c02390
Biquan Xiong 1, 2 , Shipan Xu 1 , Yu Liu 1 , Ke-Wen Tang 1 , Wai-Yeung Wong 2
Affiliation  

A simple and efficient method for the regioselective thiolation of p-quinone methides with sodium aryl/alkyl sulfinates has been established using an acid/phosphine-induced radical route under transition-metal-free conditions. A broad range of sodium aryl/alkyl sulfinates and p-quinone methides (p-QMs) are compatible for the reaction, giving the expected products with good to excellent yields. Control experiments were also performed to gain insights into the generation mechanism of thiyl radicals and hydrogen-atom transfer process. This protocol provides a safe and feasible way for the formation of carbon–sulfur bonds.

中文翻译:

甲醌甲基磺酸与烷基亚磺酸钠/烷基亚磺酸盐的无金属,酸/膦诱导的区域选择性硫代

在无过渡金属的条件下,使用酸/膦诱导的自由基途径,建立了一种简单有效的方法,用于对醌甲基的区域选择性硫醇化与芳基/烷基亚磺酸钠。广泛的芳基/烷基亚磺酸钠和醌甲基化物(p -QMs)可用于该反应,从而以高至优异的收率获得预期的产物。还进行了对照实验,以深入了解巯基自由基的生成机理和氢原子转移过程。该协议为形成碳硫键提供了一种安全可行的方法。
更新日期:2021-01-16
down
wechat
bug