[3+2] Cycloaddition of N-Aminopyridines and Perfluoroalkynyl-phosphonates: Facile Synthesis of Perfluoroalkylated Pyrazolo[1,5-a]pyridines Containing a Phosphonate Moiety

被引：12
|
作者：
Huang, Qi [1 ]
He, Dong [1 ]
Han, Jing [1 ]
Chen, Jie [1 ]
He, Weimin [1 ]
Deng, Hongmei [2 ]
Shao, Min [2 ]
Zhang, Hui [1 ,2 ]
Cao, Weiguo [1 ,3 ,4 ]
机构：
[1] Shanghai Univ, Dept Chem, Innovat Drug Res Ctr, Shanghai 200444, Peoples R China
[2] Shanghai Univ, Anal & Res Ctr, Lab Microstruct & Instrumental, Shanghai 200444, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[4] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2018年 / 50卷 / 18期
基金：
中国国家自然科学基金;
关键词：
N-aminopyridine; perfluoroalkynylphosphonate; pyrazolo[1; 5-a]pyridine; 3+2] cycloaddition; synthetic methodology; P38 KINASE INHIBITORS; MULTICOMPONENT REACTIONS; BICYCLIC HETEROCYCLES; MEDICINAL CHEMISTRY; DERIVATIVES; DESIGN; DISCOVERY; IMINES; POTENT; ACID;
D O I：
10.1055/s-0037-1610443
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1,3-Zwitterions generated from N-aminopyridines in the presence of base are trapped by perfluoroalkynylphosphonates to yield a variety of perfluoroalkylated pyrazolo[1,5-a] pyridine derivatives bearing a phosphonate group. The salient features of these [3+2] cycloadditions include operational simplicity, good tolerance of functional groups, and good to excellent yields at room temperature.
引用
收藏
页码：3731 / 3737
页数：7
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