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

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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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:
[3.3.3]Propellane
Dithiocarbamate
Knoevenagel condensation
Acenaphthoquinone
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535217300291
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spelling doaj-bac37e38de234b22b78f49c8ba772ae82020-11-24T20:46:05ZengElsevierArabian Journal of Chemistry1878-53522018-02-0111218819510.1016/j.arabjc.2017.01.010A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in waterIssa Yavari0Aliyeh Khajeh-Khezri1Mohammad Reza Halvagar2Department of Chemistry, University of Tarbiat Modares, PO Box 14115-175, Tehran, IranDepartment of Chemistry, University of Tarbiat Modares, PO Box 14115-175, Tehran, IranDepartment of Inorganic Chemistry, Chemistry and Chemical Engineering Research Center of Iran, PO Box 14335-186, Tehran, IranNovel 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.http://www.sciencedirect.com/science/article/pii/S1878535217300291[3.3.3]PropellaneDithiocarbamateKnoevenagel condensationAcenaphthoquinone
collection DOAJ
language English
format Article
sources DOAJ
author Issa Yavari
Aliyeh Khajeh-Khezri
Mohammad Reza Halvagar
spellingShingle Issa Yavari
Aliyeh Khajeh-Khezri
Mohammad Reza Halvagar
A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water
Arabian Journal of Chemistry
[3.3.3]Propellane
Dithiocarbamate
Knoevenagel condensation
Acenaphthoquinone
author_facet Issa Yavari
Aliyeh Khajeh-Khezri
Mohammad Reza Halvagar
author_sort Issa Yavari
title A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water
title_short A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water
title_full A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water
title_fullStr A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water
title_full_unstemmed A synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and CS2 in water
title_sort synthesis of thioxo[3.3.3]propellanes from acenaphthoquinone-malononitrile adduct, primary amines and cs2 in water
publisher Elsevier
series Arabian Journal of Chemistry
issn 1878-5352
publishDate 2018-02-01
description 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.
topic [3.3.3]Propellane
Dithiocarbamate
Knoevenagel condensation
Acenaphthoquinone
url http://www.sciencedirect.com/science/article/pii/S1878535217300291
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