光催化下β-萘酚与二芳基膦氧化物区域选择性邻位膦酰化研究  

Visible-Light-Induced Regioselective ortho-C—H Phosphonylation of β-Naphthols with Diarylphosphine Oxides

作　　者：袁金伟[1] 刘燕 葛元元 董少轩 宋赛依 杨亮茹[1] 肖咏梅[1] 张守仁[2] 屈凌波[3] Jinwei Yuan;Yan Liu;Yuanyuan Ge;Shaoxuan Dong;Saiyi Song;Liangru Yang;Yongmei Xiao;Shouren Zhang;Lingbo Qu(School of Chemistry&Chemical Engineering,Henan University of Technology,Zhengzhou 450001;Institute of Nanostructured Functional Materials,Huanghe Science and Technology College,Zhengzhou 450006;College of Chemistry,Zhengzhou University,Zhengzhou 450001)

机构地区：[1]河南工业大学化学化工学院,郑州450001 [2]黄河科技学院纳米功能材料研究所,郑州450006 [3]郑州大学化学学院,郑州450001

出　　处：《有机化学》2021年第12期4738-4748,共11页Chinese Journal of Organic Chemistry

基　　金：河南省教育厅自然科学基金(21A150016);河南工业大学创新基金支持计划专项(2020ZKCJ29);河南工业大学省高校创新基金(2017RCJH08);河南省高校国家大学生创新(201910463009);河南省高校国家大学生创新(201910463013)。

摘　　要：以荧光素为有机光催化剂,K_(2)S_(2)O_(8)为氧化剂,在室温氮气保护下研究了β-萘酚与二芳基氧化膦的区域选择性邻位C-H膦酰化反应.该反应条件温和,官能团适用范围广,产率高,区域选择性好,是β-萘酚改性的理想而实用的选择.实验结果揭示反应通过自由基途径进行.A metal-free visible-light-induced regioselective ortho-C-H phosphonylation of β-naphthols with diarylphosphine oxides has been developed using fluorescein as an organophotoredox catalyst in the presence of K_(2)S_(2)O_(8) at room temperature under N_(2) atmosphere. This feature along with mild reaction conditions, sensitive functional group tolerance, good to excellent yields, high regioselectivity, and scale-up synthesis makes it an ideal and practical alternative modification of β-naphthols. The experimental result suggests that a radical pathway is involved in the reaction.

关 键 词：Β-萘酚 二芳基膦氧化物 光催化 膦酰化 自由基反应 

分 类 号：O621.251[理学—有机化学]