27387-31-1Relevant articles and documents
Synthesis, crystal structure, computational and photophysical studies of new hydrazono-thiazole derivatives decorated with N-methyl tetrahydrocarbazole pendant
Gautam, Deepika,Chaudhary
, p. 137 - 144 (2015)
2,3-Dihydro-1H-carbazol-4(9H)-one, obtained from 2,3-Dichloro-5,6-Dicyanobenzoquinone (DDQ) oxidation of tetrahydrocarbazole, on methylation with N, N-dimethylformamide dimethyl acetal (DMF-DMA) furnish N-methyl derivative. The thiosemicarbazone of N-methyl derivative on reaction with 2-bromopropionic acid, ethyl bromopyruvate and dimethyl acetylenedicarboxylate (DMAD) afford hydrazono-thiazolidin-4-one derivatives with tetrahydrocarbazole pendant. X-ray diffraction and DFT studies of (Z)-5-methyl-2-((E)-(9-methyl-2,3-dihydro-1H-carbazol-4(9H)-ylidene)hydrazono)thiazolidin-4-one 5 have been reported. The reaction with dimethyl acetylenedicarboxylate (DMAD) and ethyl bromopyruvate take place without any catalyst and organic solvent. The photophysical properties of these compounds were studied by means of UV/visible absorption spectroscopy and fluorescence spectroscopy.
A diversity-oriented approach to indolocarbazoles: Via Fischer indolization and olefin metathesis: Total synthesis of tjipanazole D and i
Kotha, Sambasivarao,Saifuddin, Mohammad,Aswar, Vikas R.
, p. 9868 - 9873 (2016/10/31)
New synthetic strategies to indolocarbazoles have been reported via two-fold Fischer indolization under green conditions using l-(+)-tartaric acid and N,N-dimethyl urea. Starting with cyclohexanone, a bench-top starting material, this methodology has been extended to the total synthesis of natural products such as tjipanazoles D and I as well as the core structure of asteropusazole and racemosin B. Here, atom economical reactions like ring-closing metathesis, enyne-metathesis, and the Diels-Alder reaction have been used as key steps. Diverse strategies demonstrated here are useful in medicinal chemistry and materials science to design a library of decorated indoles.
Carbodiimide mediated synthesis of some novel 4-thiazolidinones and 2,4-disubstituted thiazoles bearing N-methyl tetrahydrocarbazole moiety
Gautam, Deepika,Chaudhary
, p. 1606 - 1610 (2015/02/02)
2,3-Dihydro-1H-carbazol-4(9H)-one, obtained from oxidation of tetrahydrocarbazole with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ), on reaction with N,N-dimethylformamide dimethyl acetal (DMF-DMA) affords 9-methyl-2,3-dihydro-1H-carbazol-4(9H)-one 3. The thiosemicarbazone derivative 4 of 9-methyl-2,3-dihydro- 1H-carbazol-4(9H)-one on condensation with α-haloacids in presence of dicyclohexyl carbodiimide (DCC) furnish novel thiazolidin-4-ones 5 and on grinding with phenacyl bromides at room temperature produce new thiazole derivatives 6. The structure of all the synthesized compounds has been established by elemental analysis, IR, NMR and mass spectral data. X-Ray crystallographic studies of 2,3-dihydro-1H-carbazol-4(9H)-one 2 have been reported.