Synthesis of tetra-substituted pyrazoles

被引：11
|
作者：
Rueger, Anne J. [1 ]
Nieger, Martin [2 ]
Braese, Stefan [1 ]
机构：
[1] Karlsruhe Inst Technol, Inst Organ Chem, D-76131 Karlsruhe, Germany
[2] Univ Helsinki, Dept Chem, Inorgan Chem Lab, FIN-00014 Helsinki, Finland
来源：
TETRAHEDRON | 2012年 / 68卷 / 42期
关键词：
Insecticide; Pyrazole; Amide bond mimic; EFFICIENT SYNTHESIS; BIOISOSTERISM; BOND;
D O I：
10.1016/j.tet.2012.07.069
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A set of highly substituted pyrazoles bearing different functional groups on the pyrazole core was developed. Employing a suitable protecting group strategy we could regioselectively introduce various substituents in position 1, 3 and 4 of the pyrazole. This enabled the synthesis of various derivatives of a pyrazole-biscarboxamide with insecticidal activity. During the optimization process we focused on the precise exchange of carboxamide as well as other functional groups based on the concept of bioisosterism. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8823 / 8829
页数：7
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