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Metal- and acid-free, TBN-mediated direct CH nitration of arenes
Journal of Saudi Chemical Society ( IF 5.6 ) Pub Date : 2019-01-18 , DOI: 10.1016/j.jscs.2019.01.002 Guangqiang Xu , Li Zhou , Chengdong Lv , Mo Xian , Qinggang Wang
中文翻译:
无金属和无酸,TBN介导的芳烃直接C H硝化
更新日期:2019-01-18
Journal of Saudi Chemical Society ( IF 5.6 ) Pub Date : 2019-01-18 , DOI: 10.1016/j.jscs.2019.01.002 Guangqiang Xu , Li Zhou , Chengdong Lv , Mo Xian , Qinggang Wang
A metal-free, acid-free, direct and eco-friendly nitration methodology has been developed. A tert-butyl nitrite efficiently promotes the direct CH nitration of electron-rich arenes with good to excellent yields and regioselectivities. The practical utility of this protocol has been demonstrated in gram-scale nitration of crown ether and mono nitration of Sesamin. A plausible free radical mechanism is proposed based on detailed experimental observations.
中文翻译:
无金属和无酸,TBN介导的芳烃直接C H硝化
已经开发了一种无金属,无酸,直接和环保的硝化方法。甲叔丁基亚硝酸盐有效地促进了直接Ç具有良好至优异的产量和区域选择性富电子芳烃h的硝化。该协议的实际用途已在冠醚的克级硝化和芝麻素的单硝化中得到证明。根据详细的实验观察结果,提出了一种可能的自由基机制。