Regioselective Annulation of 3(5)-Aminopyrazole with Aryl Ketones or Aryl Alkynes Using N,N-Dimethylethanolamine as a Single/Triple Carbon Synthon

被引:3
|
作者
Zhang, Xinyu [1 ,2 ,3 ]
Chen, Jing [3 ]
Chen, Rener [1 ,2 ]
Wang, Lei [1 ,2 ,4 ]
Ma, Yongmin [1 ,2 ,3 ]
机构
[1] Taizhou Univ, Inst Adv Studies, Jiaojiang 318000, Zhejiang, Peoples R China
[2] Taizhou Univ, Sch Pharmaceut Sci, Jiaojiang, Zhejiang, Peoples R China
[3] Zhejiang Chinese Med Univ, Sch Pharmaceut Sci, Hangzhou 310053, Peoples R China
[4] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Peoples R China
关键词
Triple carbon synthon; dimethylethanolamine; regioselective annulation; pyrazolo-pyrimidine; pyrazolo-pyridine; NITROGEN-HETEROCYCLES; BIOLOGICAL EVALUATION; DERIVATIVES; C(SP(3))-H; INHIBITORS; DISCOVERY; ARYLATION; C(SP(2))-H; CHEMISTRY; FACILE;
D O I
10.1002/adsc.202400546
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient and regioselective cyclization for construction of pyrazolo[3,4-b]pyridines and methylene-bridged bis(pyrazolo[1,5-a]pyrimidines) has been established. It involves a [3+2+1] annulation of 3(5)-aminopyrazole, N,N-dimethylethanolamine (DMEA), with 1,2-insertion of aryl methyl ketones or 2,1-insertion of aryl alkynes. DMEA is oxidized through C(sp3)-H activation to provide a single or triple carbon source.
引用
收藏
页码:3591 / 3596
页数:6
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