Transition metal-free dearomatization of halonaphthols with C(sp^(3))-electrophiles  

作　　者：Naichen Zhang Yuanzhi Ye Lu Bai Jingjing Liu Han Wang Xinjun Luan 

机构地区：[1]Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education,College of Chemistry&Materials Science,Northwest University,Xi’an 710127,China

出　　处：《Chinese Chemical Letters》2022年第5期2411-2414,共4页中国化学快报（英文版）

基　　金：The National Natural Science Foundation of China(Nos.21901203,22171225,21925108);the Education Department of Shaanxi Province(No.20JK0934)are acknowledged for financial support.

摘　　要：The first intermolecular electrophilic dearomatization of halonaphthols with benzyl/allyl bromides is described. Halonaphthols are used as carbon-nucleophiles in dearomatization to form three-dimensional cyclic enones with excellent chemoselectivity, in which etherification of phenolic hydroxyl group could be restrained well by using cesium carbonate as the base. A wide range of cyclic enones is directly prepared from various substituted benzyl/allyl bromides and halonaphthols. Mechanistic investigations suggest a direct S_(N)2 reaction pathway.

关 键 词：Halonaphthol Fluoronaphol BENZYLATION ALLYLATION Cyclic enone 

分 类 号：O621.25[理学—有机化学]