Transition metal-catalyzed process for preparing N-aryl compounds
AssigneeYale University
InventorsJohn F. Hartwig, Grace Mann
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AssigneeYale University
InventorsJohn F. Hartwig, Grace Mann
Estimating the term…
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.
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 said N-aryl compound is bonded to said at least one unsaturated nitrogen atom, said 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.
A process for the preparation of N-aryl compounds, comprising reacting a compound selected from the group consisting of azoles and imines with an arylating compound in the presence of a base selected from the group consisting of cesium carbonate and sodium tert-butoxide, and a transition metal catalyst selected from the group consisting of dichloro-[1,1'-bis(diphenylphosphino)-ferrocene]palladium (II), dichloro-[1,1-bis(diphenylphosphino)-2,2'-binaphthyl]-palladium (II), under reaction conditions effective to form an N-arylated compound, wherein the aryl moiety of said N-arylated compound is bonded to an unsaturated nitrogen atom of said compound.
Dependencies are inferred from the claim text.