Synthesis of 1-aryl-2,4,10a-Triazaphenanthrene-3-Selones Via a Three-Component Condensation of Isoquinolin-1-Amine, Potassium Selenocyanate and an Acyl Chloride
Abstract:A simple, one-pot synthesis of six 1-aryl-2,4,10a-triazaphenanthrene-3-selones has been achieved with moderate to good yields via a three-component condensation of isoquinolin-1-amine, potassium selenocyanate and variously substituted benzoyl chlorides in acetone at room temperature.
“…The structures of compounds 4a-f were deduced from their elemental analyses and their IR, 1 H NMR and 13 C NMR spectra. The mass spectra of these compounds displayed molecular ion peaks at appropriate m/z values.…”
Section: Resultsmentioning
confidence: 99%
“…IR spectra were recorded on a Shimadzu IR-470 spectrometer. NMR spectra were obtained on a Brucker DRX 500 Avance spectrometer ( 1 H NMR at 500 Hz, 13 C NMR at 125 Hz) in DMSO-d 6 using TMS as an internal standard. Chemical shifts (δ) are given in ppm.…”
Section: Methodsmentioning
confidence: 99%
“…11 Recently, a few syntheses of heterocycles from acyl isoselenocyanates have been reported. 12,13 As a part of our current studies on the development of new routes in organic synthesis, [14][15][16] we report here the results of our study on the reaction between aryl isoselenocyanates and acetylenic esters in the presence of pyridines.…”
The reactive intermediate produced in the reaction between pyridines and acetylenic esters was trapped by aryl isoselenocyanates to afford 2-selanylidene-1,9a-dihydro-2H-pyrido[1,2-a]pyrimidine derivatives in good yields.
“…The structures of compounds 4a-f were deduced from their elemental analyses and their IR, 1 H NMR and 13 C NMR spectra. The mass spectra of these compounds displayed molecular ion peaks at appropriate m/z values.…”
Section: Resultsmentioning
confidence: 99%
“…IR spectra were recorded on a Shimadzu IR-470 spectrometer. NMR spectra were obtained on a Brucker DRX 500 Avance spectrometer ( 1 H NMR at 500 Hz, 13 C NMR at 125 Hz) in DMSO-d 6 using TMS as an internal standard. Chemical shifts (δ) are given in ppm.…”
Section: Methodsmentioning
confidence: 99%
“…11 Recently, a few syntheses of heterocycles from acyl isoselenocyanates have been reported. 12,13 As a part of our current studies on the development of new routes in organic synthesis, [14][15][16] we report here the results of our study on the reaction between aryl isoselenocyanates and acetylenic esters in the presence of pyridines.…”
The reactive intermediate produced in the reaction between pyridines and acetylenic esters was trapped by aryl isoselenocyanates to afford 2-selanylidene-1,9a-dihydro-2H-pyrido[1,2-a]pyrimidine derivatives in good yields.
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