Metal- and acid-free, TBN-mediated direct CH nitration of arenes

Autor: Guangqiang Xu, Li Zhou, Chengdong Lv, Mo Xian, Qinggang Wang
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Journal of Saudi Chemical Society, Vol 23, Iss 7, Pp 896-902 (2019)
Druh dokumentu: article
ISSN: 1319-6103
DOI: 10.1016/j.jscs.2019.01.002
Popis: A metal-free, acid-free, direct and eco-friendly nitration methodology has been developed. A tert-butyl nitrite efficiently promotes the direct CH 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. Keywords: Metal-free, Acid-free, Tert-butyl nitrite, Nitration, Electron-rich arenes
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