Synthesis of Fully Substituted Pyrazoles via Regio- and Chemoselective Metalations

被引：80

作者：

Despotopoulou, Christina ^{[1
]}

Klier, Lydia ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 15期

基金：

欧洲研究理事会;

关键词：

CENTER-DOT-LICL; CROSS-COUPLING REACTION; FLUORINATED TEBUFENPYRAD ANALOGS; ALKALI-METAL-MAGNESIUM; DEPROTONATIVE METALATION; ULTRAVIOLET STABILIZERS; INDIUM ORGANOMETALLICS; DIRECTED ZINCATION; PROTECTING GROUP; ZINC AMIDE;

D O I：

10.1021/ol901208d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The full functionalization of the pyrazole ring was achieved by successive regioselective metalations using TMPMgCl center dot LiCl and TMP2Mg center dot 2LiCl. Trapping with various electrophiles led to trisubstituted pyrazoles. An application to the synthesis of the acaricide Tebufenpyrad is reported.

引用

页码：3326 / 3329

页数：4

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