A highly efficient, catalyst-free, metal-free, atom economical green protocol for the synthesis of arylthio/arylamino methylene compounds by a Michael attack of arylthiols and anilines on nitroolefins derived from acenaphthaquinone and isatin has been developed. The method needs methanol as a reaction solvent and does not require any recrystallization, work-up process or column chromatography. ()-Arylthio alkenes and ()-arylamino alkenes were obtained as the sole products. The results obtained from computational studies using density functional theory on ORCA program (B3LYP/def2-SVP level) are in good agreement with the data obtained from the single crystal X-ray analysis.
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http://dx.doi.org/10.1039/d4ob01330a | DOI Listing |
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