Selectfluor促进的对醌甲基化物的氟羟基化和水合反应。
Fluorohydroxylation and Hydration Reactions of -Quinone Methides Promoted by Selectfluor.
作者信息
Dai Lei, Zhang Zhou, Zhu Guangzhou, Liu Yun, Liu Xiaoqin, Zhang Jinpeng, Rong Liangce
机构信息
Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P. R. China.
Department of Chemical Engineering &Technology, China University of Mining and Technology, Xuzhou, Jiangsu 221116, P. R. China.
出版信息
J Org Chem. 2023 Feb 3;88(3):1352-1363. doi: 10.1021/acs.joc.2c02069. Epub 2023 Jan 25.
Selectfluor-promoted vicinal fluorohydroxylation and hydration reaction of -quinone methides (-QMs) were described, affording vicinal fluorohydrins and ketone/ether products in high yields. The hydration products were highly controlled by the electronic properties of substituents in the aromatic ring, and simultaneously, the amount of Selectfluor was completely different during the synthesis of ketone/ether products. This reaction also represents the first fluorohydroxylation of -QMs, and the wide range of -QMs makes the vicinal fluorohydroxylation of great significance.
描述了Selectfluor促进的对醌甲基化物（-QMs）的邻位氟羟基化和水合反应，以高产率得到邻位氟醇和酮/醚产物。水合产物受芳环中取代基电子性质的高度控制，同时，在酮/醚产物的合成过程中Selectfluor的用量完全不同。该反应也代表了首次对-QMs进行氟羟基化，并且大量的-QMs使得邻位氟羟基化具有重要意义。
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