Rhodium-Catalyzed Direct Arylation of Furopyridine: Synthesis and the Cardiac Effects of Dictamnine Derivatives

被引:8
|
作者
Du, Yufeng [1 ]
Huang, Linyu [1 ]
Wang, Neng [1 ]
Li, Xiaohuan [1 ]
Zhou, Xian-Li [1 ]
Zhang, Lan [1 ]
Huang, Shuai [1 ]
Walsh, Patrick J. [2 ]
Gao, Feng [1 ]
机构
[1] Southwest Jiaotong Univ, Sch Life Sci & Engn, 111 Erhuan Rd, Chengdu 610031, Peoples R China
[2] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA
基金
中国国家自然科学基金; 美国国家科学基金会;
关键词
dictamnine; furopyridine; rhodium; C-H functionalization; C BOND FORMATION; ARYL; HETEROCYCLES; SYSTEM; MILD;
D O I
10.1002/adsc.202101421
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Herein is reported a Rh-2(OAc)(4)/IMes . HCl system that promotes the chemoselective installation of aryl groups at the 2-position of furo[2,3-b]pyridine (53-94% yields). The method is applicable to the direct modification of the natural furoquinoline alkaloid dictamnine. The cardiac effects of the fluorinated analogues improved, compared to dictamnine at 160 mu g/mL. Preliminary mechanism of action studies indicate that the effects might be related to epinephrine alpha receptors, M-receptor, and calcium channel receptor.
引用
收藏
页码:1002 / 1008
页数:7
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