Facile Procedure for the Synthesis of 3-Acetyl-9-ethylcarbazole and Corresponding Functionalized Bis-β-diketone Compounds

REFERENCES

• (a) Sundaramoorthi , R. ; Kansal , V. K. ; Das , B. C. ; Potier , P. The reactions of α-monosubstituted primary amines with 1,4-dimethyl-6-hydroxycarbazole and 9-hydroxyellipticine under oxidative conditions: Formation of a novel series of annulated oxazoles . J. Chem. Soc., Chem. Commun. 1986 , 371 – 372 ; (b) Rao , M. V. B. ; Syam Kumar , U. K. ; Ila , H. ; Junjappa , H. Synthesis and reactions of 2-bis(methylthio)methylene-1-methyl-3-oxoindole: A facile access to benzo- and heterocyclo-fused carbazoles and indoles . Tetrahedron 1999 , 55 , 11563 – 11578 .
   Google Scholar
• Hoegl , H. Photoelectric effects in polymers and their sensitization by dopants . J. Phys. Chem. 1965 , 69 , 755 – 766 .
   Web of Science ®Google Scholar
• (a) Hu , N.-X. ; Xie , S. ; Popovic , Z. ; Ong , B. ; Hor , A.-M. ; Wang , S. 5,11-Dihydro-5,11-di-1-naphthylindolo[3,2-b]carbazole: Atropisomerism in a novel hole-transport molecule for organic light-emitting diodes . J. Am. Chem. Soc. 1999 , 121 , 5097 – 5098 ; (b) Maruyama , S. ; Tao , X.-T. ; Hokari , H. ; Noh , T. ; Zhang , Y. D. ; Wada , T. ; Suzuki , H. ; Watanabe , T. ; Miyata , S. Electroluminescent applications of a cyclic carbazole oligomer . J. Mater. Chem. 1999 , 9 , 893 – 898 .
   Web of Science ®Google Scholar
• (a) Biju , S. ; Ambili Raj , D. B. ; Reddy , M. L. P. ; Kariuki , B. M. Synthesis, crystal structure, and luminescent properties of novel Eu3+ heterocyclic β-diketonate complexes with bidentate nitrogen donors . Inorg. Chem. 2006 , 45 , 10651 – 10660 ; (b) Bellusci , A. ; Barberio , G. ; Crispini , A. ; Ghedini , M. ; La Deda , M. ; Pucci , D. Synthesis and luminescent properties of novel lanthanide(III) β-diketone complexes with nitrogen p,p′-disubstituted aromatic ligands . Inorg. Chem. 2005 , 44 , 1818 – 1825 .
   PubMed Web of Science ®Google Scholar
• (a) Chakraborty , D. P. ; Roy , S. Carbazole alkaloids, III . Prog. Chem. Org. Natur. Prod. 1991 , 57 , 71 – 152 ; (b) Joule , J. A. Recent advances in the chemistry of 9H-carbazoles . Adv. Heterocycl. Chem. 1984 , 35 , 83 – 198 .
   Google Scholar
• Buu-Hoï , N. G. P. H. ; Royer , R. Potential nitrogen-heterocycle carcinogens, III: New derivatives of N-ethylcarbazole . J. Org. Chem. 1950 , 15 , 123 – 130 .
   Google Scholar
• (a) Nagarajan , R. ; Perumal , P. T. A facile method for the synthesis of acetylcarbazoles and carbazole aldehydes . Synth Commun. 2004 , 34 , 2127 – 2133 ; (b) Nagarajan , R. ; Perumal , P. T. A short route to heteroarylcarbazoles: Synthesis of new pyrazolylcarbazoles and carbazolylquinolines . Synthesis 2004 , 1269 – 1273 ; (c) Nagarajan , R. ; Muralidharan , D. ; Perumal , P. T. A new and facile method for the synthesis of nitrocarbazoles by urea nitrate . Synth. Commun. 2004 , 34 , 1259 – 1264 .
   Web of Science ®Google Scholar
• Lamture , J. B. ; Zhou , Z. H. ; Kumar , A. S. ; Wensel , T. G. Luminescence properties of terbium(III) complexes with 4-substituted dipicolinic acid analogs. Inorg. Chem. 1995, 34, 864–869.
   Web of Science ®Google Scholar
• Kashima , C. ; Hibi , S. ; Maruyama , T. ; Harada , K. ; Omote , Y. A convenient and one-pot synthesis of 9-substituted carbazoles from primary amine hydrochlorides and 2,5-dimethoxytetrahydrofuran . J. Heterocyclic. Chem. 1987 , 24 , 913 – 916 .
   Web of Science ®Google Scholar