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Letter

Ligand- and Base-Free Copper(II)-Catalyzed C−N Bond Formation: Cross-Coupling Reactions of Organoboron Compounds with Aliphatic Amines and Anilines

Supporting Info

Tan D. Quach and Robert A. Batey*

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

Org. Lett., 2003, 5 (23), pp 4397–4400

DOI: 10.1021/ol035681s

Publication Date (Web): October 21, 2003

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, rbatey@chem.utoronto.ca

Abstract

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 Å 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.

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Published In Issue November 13, 2003
Received September 2, 2003

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Letter

Ligand- and Base-Free Copper(II)-Catalyzed C−N Bond Formation: Cross-Coupling Reactions of Organoboron Compounds with Aliphatic Amines and Anilines

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Copper-Catalyzed Coupling of Arylboronic Acids and Amines

Copper(II)-Catalyzed Ether Synthesis from Aliphatic Alcohols and Potassium Organotrifluoroborate Salts

Highly Selective Room-Temperature Copper-Catalyzed C−N Coupling Reactions Highly Selective Room-Temperature Copper-Catalyzed C−N Coupling Reactions

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