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钯催化的芳基氯化物、三氟甲磺酸酯和全氟代磺酸酯转化为硝基芳烃。

Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.

机构信息

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

出版信息

J Am Chem Soc. 2009 Sep 16;131(36):12898-9. doi: 10.1021/ja905768k.

DOI:10.1021/ja905768k
PMID:19737014
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2773681/
Abstract

An efficient Pd catalyst for the transformation of aryl chlorides, triflates, and nonaflates to nitroaromatics has been developed. This reaction proceeds under weakly basic conditions and displays a broad scope and excellent functional group compatibility. Moreover, this method allows for the synthesis of aromatic nitro compounds that cannot be accessed efficiently via other nitration protocols. Mechanistic insight into the transmetalation step of the catalytic process is also reported.

摘要

开发了一种高效的 Pd 催化剂,用于芳基氯化物、三氟甲磺酸酯和全氟辛烷磺酸酯转化为硝基芳烃。该反应在弱碱性条件下进行,具有广泛的适用范围和优异的官能团兼容性。此外,该方法还可以合成通过其他硝化方法难以有效获得的芳香族硝基化合物。还报道了催化过程中transmetalation 步骤的机理见解。

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A highly active catalyst for Pd-catalyzed amination reactions: cross-coupling reactions using aryl mesylates and the highly selective monoarylation of primary amines using aryl chlorides.
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