澳门拉斯维加斯平台_拉斯维加斯3499线路

 
学校主页
网站首页    
学院新闻
学生工作
通知公告
学术报告
学术前沿
党员之家
先锋行动
学术动态
飘窗新闻


当前位置: 网站首页 学术动态 正文
沈志良教授课题组在Advanced Synthesis & Catalysis发表论文
 添加时间:2020/08/28 发布:

Synthesis of polycyclic furan and chromene derivatives via cascade reactions enabled by cleavage of multiple C(sp3)-F bonds

Ting Xie,a Chen Zhang,a Si-Xuan Zhang,a Weidong Rao,b Haiyan Xu,c Zhi-Liang Shen,*a and Xue-Qiang Chu*a

a Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People’s Republic of China.

b Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, People’s Republic of China.

c School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang, Jiangsu 212003, People’s Republic of China.

 

Abstract: The strong and unreactive C-F bond makes polyfluorocarbons extremely long-lived and potentially toxic. A successive selective and controllable C(sp3)-F functionalization of polyfluoroalkylated ketones with S- and O-nucleophiles to enable efficient synthesis of pharmaceutically important fluorine- and sulfur-containing polycyclic furan and chromene derivatives under transition metal-free conditions is demonstrated here. The combination of C-S/C-O coupling, aromatization, and cyclization cascade contribute to the accurate four/five C(sp3)-F bond cleavage at two different sites of perfluoroalkyl chain. The formation of reactive quinoid intermediates and the necessity of using TBAB (tetrabutylammonium bromide) as additive and Cs2CO3 as base were identified by detailed mechanistic studies.

 

 

Adv. Synth. Catal. 2020, 362, DOI: 10.1002/adsc.202000660 (Impact factor: 5.851).

论文链接:https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202000660

地址:南京浦口区浦珠南路30号 邮编:211880 电话:025-58139535、9536、9537 邮箱:chem@njtech.edu.cn
Copyright (C) 2020 澳门拉斯维加斯平台_拉斯维加斯3499线路 All rights reserved.
总共访问: 今日访问: