A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water

Novel thioxo[3.3.3]propellanes were synthesized in moderate to good yields via reactions of aromatic or aliphatic amines and carbon disulfide with the Knoevenagel adduct resulting from acenaphthoquinone and malononitrile in water at room temperature. The merit of this reaction is highlighted by its...

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Bibliographic Details
Main Authors: Issa Yavari, Aliyeh Khajeh-Khezri, Mohammad Reza Halvagar
Format: Article
Language:English
Published: Elsevier 2018-02-01
Series:Arabian Journal of Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535217300291
Description
Summary:Novel thioxo[3.3.3]propellanes were synthesized in moderate to good yields via reactions of aromatic or aliphatic amines and carbon disulfide with the Knoevenagel adduct resulting from acenaphthoquinone and malononitrile in water at room temperature. The merit of this reaction is highlighted by its high atom-economy, chemo-selectivity, and lack of metal promoters. The structures of the products were established by IR, NMR, and single crystal X-ray analyses.
ISSN:1878-5352