C4-Alkylamination of C4-Halo-1H-1-tritylpyrazoles Using Pd(dba)2 or CuI

被引：8
|
作者：
Usami, Yoshihide [1 ]
Tatsui, Yuya [1 ]
Yoneyama, Hiroki [1 ]
Harusawa, Shinya [1 ]
机构：
[1] Osaka Univ Pharmaceut Sci, Dept Organ Pharmaceut Chem, 4-20-1 Nasahara, Takatsuki, Osaka 5691094, Japan
来源：
MOLECULES | 2020年 / 25卷 / 20期
关键词：
amination; 4-halopyrazole; Buchwald-Hartwig coupling; Pd(dba)(2); CuI mediated coupling; aliphatic amine; CROSS-COUPLING REACTION; CATALYZED AMINATION; ARYL HALIDES; INHIBITORS; RING; LEAD;
D O I：
10.3390/molecules25204634
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Alkylamino coupling reactions at the C4 positions of 4-halo-1H-1-tritylpyrazoles were investigated using palladium or copper catalysts. The Pd(dba)(2) catalyzed C-N coupling reaction of aryl- or alkylamines, lacking a beta-hydrogen atom, proceeded smoothly using (t)BuDavePhos as a ligand. As a substrate, 4-Bromo-1-tritylpyrazole was more effective than 4-iodo or chloro-1-tritylpyrazoles. Meanwhile, the CuI mediated C-N coupling reactions of 4-iodo-1H-1-tritylpyrazole were effective for alkylamines possessing a beta-hydrogen atom.
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页数：12
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