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高度选择性的室温铜催化碳-氮偶联反应

Highly selective room-temperature copper-catalyzed C-N coupling reactions.

作者信息

Shafir Alexandr, Buchwald Stephen L

机构信息

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

出版信息

J Am Chem Soc. 2006 Jul 12;128(27):8742-3. doi: 10.1021/ja063063b.

DOI:10.1021/ja063063b
PMID:16819863
Abstract

Through the use of cyclic beta-diketones as supporting ligands, the copper-catalyzed coupling of aryl iodides with aliphatic amines occurs at room temperature in as little as 1 h. These high reaction rates allow for the coupling of a wide range of aryl and heteroaryl iodides at room temperature. This method is highly tolerant of a number of reactive functional groups, including -Br and aromatic -NH2 as well as phenolic and aliphatic -OH. The high selectivity of the CuI-beta-diketone catalyst for aliphatic amines represents a useful complement to the palladium-based methods.

摘要

通过使用环状β-二酮作为辅助配体,芳基碘化物与脂肪胺的铜催化偶联在室温下只需1小时即可发生。这些高反应速率使得多种芳基和杂芳基碘化物在室温下能够进行偶联。该方法对许多活性官能团具有高度耐受性,包括 -Br、芳族 -NH₂ 以及酚类和脂肪族 -OH。CuI-β-二酮催化剂对脂肪胺的高选择性是钯基方法的有益补充。

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