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

Molecules

Yuya Tatsui¹  Hiroki Yoneyama¹  Yoshihide Usami¹  Shinya Harusawa¹ 

[1] Department of Pharmaceutical Organic Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan;

关键词: amination;    4-halopyrazole;    Buchwald-Hartwig coupling;    Pd(dba)₂;    CuI mediated coupling;    aliphatic amine;   

DOI  :  10.3390/molecules25204634

来源: DOAJ

【 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 β-hydrogen atom, proceeded smoothly using ^tBuDavePhos 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 β-hydrogen atom.

【 授权许可】

Unknown