Phosphorodiamidate-Directed Metalation of N-Heterocycles using Mg- and Zn-TMP Bases

被引：40

作者：

Rohbogner, Christoph J. ^{[1
]}

Wirth, Stefan ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 09期

基金：

欧洲研究理事会;

关键词：

FUNCTIONALIZED AROMATICS; ARENES; MAGNESIATION; REACTIVITY; ZINCATION; PYRIDINES; REAGENTS; SNAR; ARYL;

D O I：

10.1021/ol100453x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The strong directing ability of the N,N,N',N'-tetramethyldiaminophosphorodiamidate group has been used to achieve selective metalations on various heterocycles such as pyridines, quinolines and quinoxalines with TMP-derived bases like TMPMgCl.LiCl, TMP2Mg.2LiCl, and TMP2Zn.2MgCl(2).2LiCl. This protocol was applied in the synthesis of etoricoxib, talnetant and a P-selectin inhibitor.

引用

页码：1984 / 1987

页数：4

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