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New aryl/heteroaryl C-N bond cross-coupling reactions via arylboronic acid/cupric acetate arylation

Patrick Y. S. Lam*, Charles G. Clark, Simon Saubern, Jessica Adams, Michael P. Winters, Dominic M. T. Chan and Andrew Combs

*Bristol-Myers Squibb, P.O. Box 5400, Princeton, New Jersey 08543-5400, Email:

P. Y. S. Lam, C. G. Clark, S. Saubern, J. Adams, M. P. Winters, D. M. T. Chan, A. Combs, Tetrahedron Lett., 1998, 39, 2941-2944.

DOI: 10.1016/S0040-4039(98)00504-8


A mild, new aryl/heteroaryl C-N bond cross-coupling reaction via the arylboronic acid/cupric acetate arylation of N-H containing heteroarenes proceeds at room temperature exposed to air, and works for many heteroarenes and arylboronic acids providing good yields of N-arylated heteroarenes.

see article for more examples

New N- and O-arylations with phenylboronic acids and cupric acetate

D. M. T. Chan, K. L. Monaco, R.-P. Wang, M. P. Winteres, Tetrahedron Lett., 1998, 39, 2933-2936.

Key Words

Chan-Lam Coupling, N-Arylation

ID: J72-Y1998-440