New Preparation of TMPZnCl LiCl by Zn Insertion into TMPCl. Application to the Functionalization of Dibromodiazines

被引：33

作者：

Unsinn, Andreas ^{[1
]}

Ford, Mark J. ^{[2
]}

Knochel, Paul ^{[1
]}

机构：

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

[2] Bayer CropSci AG, D-65926 Frankfurt, Germany

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 05期

基金：

欧洲研究理事会;

关键词：

NICKEL-CATALYZED REACTION; DIRECTED ZINCATION; METALATION; ZINC; ARYL; PYRAZINES; PYRIDINES; DIAZINES; COPPER; ALKENYLALANES;

D O I：

10.1021/ol400248e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical zinc insertion starting from cheap commercial zinc powder and TMPCI (1-chloro-2,2,6,6-tetramethylpiperidine) allows a fast and efficient synthesis of the zinc base TMPZnCl . LiCl under mild conditions in high yields. This base is kinetically highly active and was used for the regio- and chemoselective functionalization of dibromodiazines (pyridazines and pyrazines).

引用

页码：1128 / 1131

页数：4

共 58 条

[51] Regioselective zincation of indazoles using TMP2Zn and Negishi cross-coupling with aryl and heteroaryl iodides [J].