Fischer indolization was achieved conveniently using samarium iodide to obtain 2,3-dialkylindoles and carbazoles. The in silico docking study was carried out to all new compounds on Murine double minutes-2 (MDM2) receptor bind p53 and Pheripheral benzodiazepine receptor (PBR) proteins. The structures was established by 1H NMR, 13C NMR, and LCMS analysis for all 2,3-dialkylindoles and carbazoles. Among the test compounds, the 1,3-difluoro-6,7,8,9-tetrahydro-5H-carbazole 3g and 1,3-dichloro-6-neopentyl-6,7,8,9-tetrahydro-5H-carbazole 3i shown selective excellent interaction with active site amino acid such as GLN20 LYS21 with binding energy of -2.494e+2 kcal/mol and LYS105, LYS107, LEU108 with binding energy of -2.919e+2 kcal/mol in PBR protein. And, the compound 3g was also shown excellent binding interaction with active site amino acid ARG97 in MDM2-p53 protein with binding energy of -4.211446e+02 kcal/mol.