73910-77-7Relevant academic research and scientific papers
Syntheses of indolo[3,2,1-d,e]phenanthridines and isochromeno[3,4-a] carbazoles: Palladium catalyzed intramolecular arylation via C-H functionalization
Yamuna, Ezhumalai,Zeller, Matthias,Rajendra Prasad, Karnam Jayarampillai
body text, p. 6030 - 6034 (2011/11/28)
A new synthetic route has been developed for the preparation of indolo[3,2,1-d,e]phenanthridines and isochromeno[3,4-a]carbazoles via palladium catalyzed intramolecular biaryl coupling reactions. The coupling reactions proceeded smoothly and in high yield
Reactions of methyl 2-(1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl) oxoacetates. Synthesis of methyl isoxazolo[5,4-a]carbazole-3-carboxylates
Martin, Arputharaj Ebenezer,Prasad, Karnam Jayarampillai Rajendra
, p. 653 - 656 (2008/09/17)
The reaction of methyl 2-(1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl) oxoacetates (1a-e) with hydroxylamine hydrochloride in alcoholic KOH afforded 1-hydroxyimino-2,3,4,9-tetrahydro-1H-carbazoles (2a-e), and in acetic acid methyl isoxazolo[5,4-a]carbazole-3-carboxylates (3a-e). Ketoesters 1a-e with urea and thiourea under acidic conditions yielded a mixture of the respective 1-hydroxycarbazoles (6a-e) and 2,3,4,9-tetrahydro-1H-carbazol-1-ones (7a-e), but under basic conditions the respective 1-carbimido-and 1-thiocarbimido-2,3,4,9- tetrahydro-1H-carbazoles (8a-e and 9a-e) were formed. Plausible mechanisms are proposed.
Synthesis of 2-hydroxypyrido[2,3-a]carbazoles and 2-hydroxypyrimido[4,5- a]carbazoles from 1-hydroxycarbazoles
Shanmugasundaram, Kandasamy,Rajendra Prasad, Karnam J.
, p. 2163 - 2169 (2007/10/03)
Gattermann reaction on substituted 1-hydroxycarbazoles (4a-d) afforded substituted 1-hydroxycarbazole-2-carbaldehydes (5a-d) from which synthesis of either 2-hydroxypyrido[2,3-a]carbazoles (7a-d) via Perkin reaction or 2- hydroxypyrimido[4,5-a]carbazoles (8a-d) via condensation with urea could be achieved.
Synthesis of Girinimbine Isomers - Pyranocarbazole Derivatives
Patel, B. P. J.
, p. 20 - 23 (2007/10/02)
Title compounds (XIV), isomeric with girinimbine (I), have been synthesized.Aromatization of 1-oxo-1,2,3,4-tetrahydrocarbazoles (VIII) in diphenyl ether in the presence of 5percent Pd/C gives 1-hydroxycarbazole derivatives (IX).Condensation of IX with 3,3-dimethylacrylic acid affords indolochromanones (XI) which are reduced to the corresponding alcohols (XIII) by NaBH4.In situ elimination of the tosylate of XIII yields the requisite pyranocarbazole derivatives (XIV).During the formation of XI from IX, the corresponding C-acylated products, 2-acryloyl-1-hydroxycarbazoles (XII) have been isolated.XII are shown to be intermediates during the formation of XI as these (XII) could be converted into XI.The condition for the reaction IX -> XI has been optimised.
