84487-64-9Relevant academic research and scientific papers
Catalytic C-H Amination with aromatic amines
Gephart III, Raymond T.,Huang, Daria L.,Aguila, Mae Joanne B.,Schmidt, Graham,Shahu, Andi,Warren, Timothy H.
supporting information; experimental part, p. 6488 - 6492 (2012/07/30)
Aniline joins the club: A β-diketiminato copper(I) catalyst enables C-H amination of anilines employing low catalyst loadings to preclude oxidation to the diazene ArNi-NAr (see scheme). Electron-poor anilines are particularly resistant towards diazene formation and participate in the amination of strong and unactivated C-H bonds. N-alkyl anilines also take part in C-H amination. Copyright
Transition metal-catalyzed process for addition of amines to carbon-carbon double bonds
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, (2008/06/13)
The present invention is directed to a process for addition of amines to carbon-carbon double bonds in a substrate, comprising: reacting an amine with a compound containing at least one carbon-carbon double bond in the presence a transition metal catalyst under reaction conditions effective to form a product having a covalent bond between the amine and a carbon atom of the former carbon-carbon double bond. The transition metal catalyst comprises a Group 8 metal and a ligand containing one or more 2-electron donor atoms. The present invention is also directed to enantioselective reactions of amine compounds with compounds containing carbon-carbon double bonds, and a calorimetric assay to evaluate potential catalysts in these reactions.
Transition metal-catalyzed process for addition of amines to carbon-carbon double bonds
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Page column 17; 21, (2008/06/13)
The present invention is directed to a process for addition of amines to carbon-carbon double bonds in a substrate, comprising: reacting an amine with a compound containing at least one carbon-carbon double bond in the presence a transition metal catalyst under reaction conditions effective to form a product having a covalent bond between the amine and a carbon atom of the former carbon-carbon double bond. The transition metal catalyst comprises a Group 8 metal and a ligand containing one or more 2-electron donor atoms. The present invention is also directed to enantioselective reactions of amine compounds with compounds containing carbon-carbon double bonds, and a calorimetric assay to evaluate potential catalysts in these reactions.
Intramolecular cyclization of ortho-(cyclohex-2-enyl)anilines. Modified synthesis of ellipticine
Mustafin,Khalilov,Ismagilov,Baimetov,Spirikhin,Abdrakhmanov,Tolstikov
, p. 2121 - 2126 (2007/10/03)
It was found that the reactions of arylamines with 3-bromocyclohexene afforded hydrocarbazole compounds in 64-78% yields. A modified procedure for the synthesis of antitumor alkaloid ellipticine was proposed.
INTRAMOLECULAR CYCLIZATION OF ortho-(CYCLOHEX-2-ENYL)ANILINES SYNTHESIS OF ELLIPTICINE
Mustafin, A. G.,Khalilov, I. N.,Tal'vinskii, E. V.,Abdrakhmanov, I. B.,Spirikhin, L. V.,Tolstikov, G. A.
, p. 479 - 483 (2007/10/02)
A convenient method is proposed for the synthesis of the alkaloid ellipticine, which possesses a pronounced antitumoral activity.The interaction of 3-bromocyclohexene (1 equiv.) and 2,5-xylylidine (4 equiv., 150 deg C, 5 h) gave a mixture of hexa- and tetrahydrocarbazoles which was dehydrogenated in the presence of Pd/C to the key synthon 1,4-dimethylcarbazole.The formylation of the carbazole by the Vilsmeier-Haack reaction, interaction with 2,2-diethoxyethylamine, and reduction of the imine formed over Raney nickel led to 3-(2,2-diethoxyethylaminomethyl)-1,4-dimethylcarbazole, the boiling of the N-tosylate of which gave ellipticine in high yield.
