Improved Air-Stable Solid Aromatic and Heterocyclic Zinc Reagents by Highly Selective Metalations for Negishi Cross-Couplings

被引：80
|
作者：
Stathakis, Christos I. [1 ]
Bernhardt, Sebastian [1 ]
Quint, Valentin [1 ]
Knochel, Paul [1 ]
机构：
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 37期
基金：
欧洲研究理事会;
关键词：
cross-coupling; heterocycles; metalation; organozinc reagents; palladium; ORGANOZINC REAGENTS; ARYL; HALIDES; MAGNESIUM; FUNCTIONALIZATION; PRECATALYST; CATALYSIS; ARENES; BASES; NHC;
D O I：
10.1002/anie.201204526
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Directed metalation using TMPMgCl·LiCl (TMP=2,2,6,6- tetramethylpiperidide) and subsequent transmetalation with Zn(OPiv)2 leads to aryl and heteroaryl zinc pivalates. After solvent evaporation, easy-to-handle fine powders are obtained that retain most of their activity (>85 %) when exposed to air for 4 h. They smoothly undergo Negishi cross-couplings, and technical-grade solvents can be used without significant loss of yield. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：9428 / 9432
页数：5
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