Transition metal-catalyzed process for preparing N-aryl compound

Details Transition metal-catalyzed process for preparing N-aryl compound Transition metal-catalyzed process for preparing N-aryl compound

1998-10-14

1999-11-02

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Pteroyl per se or having -c-, wherein x is chalcogen, bonded...

548400, 5483001, 548469, 5483601, 548440, 5483561, C07D47300

Patent

active

059773618

ABSTRACT:
The present invention is directed to a process for the preparation of N-aryl compounds containing at least one unsaturated nitrogen atom, comprising reacting a compound having at least one unsaturated nitrogen atom with an arylating compound in the presence of a base and a transition metal catalyst under reaction conditions effective to form an N-aryl compound containing at least one unsaturated nitrogen atom, wherein the aryl moiety of the N-aryl compound is bonded to the at least one unsaturated nitrogen atom, the transition metal catalyst comprising a Group 8 metal and at least one chelating ligand selected from the group consisting of Group 15-substituted metallocenes, Group 15-substituted arylenes, unsaturated Group 15 heterocycles, Group 15-substituted alkanes, and combinations thereof. The process of the present invention a useful general method of N-arylation for the manufacture of pharmaceuticals, polymers, and the like.

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Lam, P.Y.S. et al., New Aryl/Heteroaryl C-N Bond Cross-coupling Reactions via Arylboronic Acid/Cupric Acetate Arylation; Tetrahedron Letters, vol. 39 (1998) pp. 2941-2944.
Smith III, W.J. et al., A Novel and Selective Method for the N-Arylation of Indoles Mediated by KF/Al.sub.2 O.sub.3 ; Tetrahedron Letters, vol. 37, No. 3 (1996) pp. 299-302.
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