Selective C-H Activations Using Frustrated Lewis Pairs. Applications in Organic Synthesis

被引：5

作者：

Knochel, Paul ^{[1
]}

Karaghiosoff, Konstantin ^{[1
]}

Manolikakes, Sophia ^{[1
]}

机构：

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

来源：

FRUSTRATED LEWIS PAIRS II: EXPANDING THE SCOPE | 2013年 / 334卷

关键词：

C-H activation; Frustrated Lewis pairs; N-Heterocycles; COMPLEXED HETEROATOM CARBANIONS; FREE CATALYTIC-HYDROGENATION; ASYMMETRIC TRANSFORMATION; ALPHA-DEPROTONATION; CONVENIENT ROUTE; METALATION; PYRIDINES; SUBSTITUTION; LITHIATION; BENZYL;

D O I：

10.1007/128_2012_394

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Frustrated Lewis pairs (FLPs), sterically encumbered Lewis acid and base combinations, gained importance due to their ability to activate molecular hydrogen. This property is used in organic synthesis to perform metal-free catalytic hydrogenation of imines, quinolines, or enamines. Moreover, it is possible to perform selective C-H activations using different sterically hindered Lewis acid/base pairs. Thus, the combination of organometallic reagents with different boranes can be used to functionalize selectively a variety of tertiary amines. By combination of sterically hindered metal amides of the type TMP-Met (TMP = 2,2,6,6-tetramethylpiperidyl, Met = Li, MgCl, ZnCl) with the Lewis-acid BF3 center dot OEt2 it is possible to metalate selectively a large number of aromatic N-heterocycles, such as pyridines and quinolines.

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收藏

页码：171 / 190

页数：20

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