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无配体和碱的铜(II)催化C-N键形成:有机硼化合物与脂肪胺和苯胺的交叉偶联反应

Ligand- and base-free copper(II)-catalyzed C-N bond formation: cross-coupling reactions of organoboron compounds with aliphatic amines and anilines.

作者信息

Quach Tan D, Batey Robert A

机构信息

Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.

出版信息

Org Lett. 2003 Nov 13;5(23):4397-400. doi: 10.1021/ol035681s.

Abstract

[reaction: see text] A ligandless and base-free Cu-catalyzed protocol for the cross-coupling of arylboronic acids and potassium aryltrifluoroborate salts with primary and secondary aliphatic amines and anilines is described. The process utilizes catalytic copper(II) acetate monohydrate and 4 A molecular sieves in dichloromethane at slightly elevated temperatures under an atmosphere of oxygen. A broad range of functional groups are tolerated on both of the cross-coupling partners.

摘要

[反应:见正文] 描述了一种无配体且无碱的铜催化方法,用于芳基硼酸和芳基三氟硼酸钾盐与伯、仲脂肪胺及苯胺的交叉偶联反应。该过程在二氯甲烷中,于略高于室温的温度下,在氧气氛围中使用催化量的一水合醋酸铜(II)和4A分子筛。两种交叉偶联底物上均可耐受多种官能团。

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