TMPZnCl•LiCl: A New Active Selective Base for the Directed Zincation of Sensitive Aromatics and Heteroaromatics

被引:163
作者
Mosrin, Marc [1 ]
Knochel, Paul [1 ]
机构
[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
基金
欧洲研究理事会;
关键词
METAL-MEDIATED ZINCATION; MAGNESIUM AMIDE BASES; C-H BONDS; CHEMOSELECTIVE BASE; DIAZINES PYRIDINES; EXCHANGE-REACTION; GENERAL-METHOD; TMP-ZINCATE; FUNCTIONALIZATION; DEPROTONATION;
D O I
10.1021/ol900342a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF via direct zincation using TMPZnCl center dot LiCl, a new exceptionally mild and efficient base. Activated arenes and heteroarenes are metalated at room temperature. Remarkably, sensitive functions such as an aldehyde as well as a nitro group are tolerated, expanding significantly the scope of directed metalations.
引用
收藏
页码:1837 / 1840
页数:4
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