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US 10,246,415 B2Granted
Process for preparing carbazoles
AssigneeDow Global Technologies LLC
InventorsChunming Zhang, Arvind Jaganathan, Heqi Pan, Philip Fontaine, Jerzy Klosin
Life of this patent
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Abstract
A process for preparing one or more carbazoles comprising (a) contacting one or more compounds represented by formula (1) below with diboron reagents in the presence of PdCl2(dppf) to form one or more 2,2′-dichlorobiaryl represented by formula (2) below; and (b) contacting the one or more 2,2′-dichlorobiaryls with one or more H2N—Y compounds, in the presence of one or more palladium containing catalytic components; thereby forming one or more carbazoles represented by formula (3) below is provided.
Claims6
A process for preparing a carbazole comprising:
- (a) contacting a compound represented by formula (1) below
- wherein Cl is a chlorine atom;
- X is selected from the group consisting of bromo, iodo, triflate (trifluoromethanesulfonate), mesylate (methanesulfonate), arenesulfonates;
- R1-R4 are selected from the group consisting of hydrogen, alkyls, fluoroalkyls, aryls, heteroaryls, alkoxys, tertiary amines, fluoro, nitrile (CN), nitro (NO2), and trialkyl(aryl)silyl;
- and R1-R4 are never the same as X with diboron reagents in the presence of PdCl2(dppf) to form a dichlorobiaryl represented by formula (2);
- and (b) contacting the 2,2′-dichlorobiaryl represented by formula (2) with a H2N—Y compound, wherein Y is selected from the group consisting of H, —COOR, —C(O)R, SiR3, SiAr3, CH2Ar, Na, Li, and 2-pyrimidyl, wherein Ar is a phenyl group and R is selected from the group consisting of alkyls, aryls, heteroaryls, and alkoxys in the presence of palladium containing catalytic components;
- thereby forming the carbazole represented by formula (3) below
4 more elements
Dependencies are inferred from the claim text.