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

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, Email: rbateychem.utoronto.ca

T. D. Quach, R. A. Batey, Org. Lett., 2003, 5, 4397-4400.

DOI: 10.1021/ol035681s


Abstract

A ligandless and base-free cross-coupling of arylboronic acids and potassium aryltrifluoroborate salts with primary and secondary aliphatic amines and anilines utilizes catalytic copper(II) acetate monohydrate and molecular sieves in dichloromethane at slightly elevated temperatures under an atmosphere of oxygen and tolerates a broad range of functional groups.

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Key Words

Chan-Lam Coupling


ID: J54-Y2003-1100