Manganese-Catalyzed Ring-Opening C—C Bond Fluorination of Cyclobutanols  

锰催化环丁醇开环的C—C键氟化反应

作　　者：Wang Limei Liu Xiaoyuan Zan Jincheng Sun Shutao Liu Lei Li Wei Liu Xigong 王丽梅;刘晓圆;昝金成;孙书涛;刘磊;李伟;刘希功(山东中医药大学药学院,济南250355;山东大学化学与化工学院,济南250100;山东第一医科大学药学院(药物研究所),济南250117)

机构地区：[1]School of Pharmacy,Shandong University of Traditional Chinese Medicine,Jinan 250355 [2]School of Chemistry and Chemical Engineering,Shandong University,Jinan 250100 [3]School of Pharmaceutical Sciences&Institute of Materia Medica,Shandong First Medical University,Jinan 250117

出　　处：《有机化学》2024年第7期2333-2340,共8页Chinese Journal of Organic Chemistry

基　　金：Project supported by the National Natural Science Foundation of China(Nos.92156008,22161142016);the Taishan Scholar Program at Shandong Province;the Natural Science Foundation of Shandong Province(No.ZR2020QB018)。

摘　　要：Manganese-catalyzed C—C bond cleavage of cyclobutanols has attracted great attention due to the high abundance and cheap and eco-friendly behaviour.A manganese-catalyzed ring-opening C—C bond fluorination of cyclobutanols is reported.Under mild conditions,the reaction provides a straightforward access to γ-fluorinated ketones using 10 mol% Mn(OAc)_(2) as catalyst and electrophilic fluorination reagent,which was generated in situ from HF·Et 3N and PhIO,as fluorine source.The reaction has an excellent functional-group tolerance and displays a broad substrate scope,affording the corresponding products in 50%~76%yields.锰因其相对丰度高、价格低廉、环境友好等特点而在催化环丁醇的C—C键断裂官能化反应研究中备受关注.报道了一例锰催化环丁醇开环C—C键氟化反应.该反应在温和的条件下,以10 mol%的Mn(OAc)_(2)作为催化剂,HF·Et3N和PhIO作用原位生成的亲电氟化试剂作为氟源,为直接合成γ-氟化酮提供了一种有效的途径.该反应具有优异的官能团耐受性,并显示出广泛的底物范围,能够以50%~76%的产率得到相应的产物.

关 键 词：manganese catalysis C—C bond functionalization cyclobutanol FLUORINATION γ-fluorinated ketone 

分 类 号：O621.251[理学—有机化学]