Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones

Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones

On treatment with NaN3/c. H2SO4-HOAc or NaN3/TFA, E-3-benzylidenechromanones are mostly converted to E-β-aminobenzylidenechromanones while E-3-benzylidenethiochromanones are converted to 3-benzoylthiochromones. A structurally new type of product has been isolated for the reaction of E-3-benzylidene-...

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Main Authors: Tapas K. Mandal, Rammohan Pal, Rina Mondal, Sankar P. Dey, Asok K. Mallik
Format: Article
Language:English
Published: Hindawi Limited 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/392128
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spelling doaj-85c98b94a7244a2bb1a21e5e1962c5c72020-11-24T22:25:04ZengHindawi LimitedJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/392128392128Schmidt Reaction of E-3-Benzylidenechromanones and E-3-BenzylidenethiochromanonesTapas K. Mandal0Rammohan Pal1Rina Mondal2Sankar P. Dey3Asok K. Mallik4Department of Chemistry, Jadavpur University, Kolkata 700 032, IndiaDepartment of Chemistry, Jadavpur University, Kolkata 700 032, IndiaDepartment of Chemistry, Jadavpur University, Kolkata 700 032, IndiaDepartment of Chemistry, Srikrishna College, Bagula, Nadia, West Bengal 741 502, IndiaDepartment of Chemistry, Jadavpur University, Kolkata 700 032, IndiaOn treatment with NaN3/c. H2SO4-HOAc or NaN3/TFA, E-3-benzylidenechromanones are mostly converted to E-β-aminobenzylidenechromanones while E-3-benzylidenethiochromanones are converted to 3-benzoylthiochromones. A structurally new type of product has been isolated for the reaction of E-3-benzylidene-4′-methoxychromanone with NaN3/TFA. Mechanistic paths have been suggested for formation of the products.http://dx.doi.org/10.1155/2013/392128
collection DOAJ
language English
format Article
sources DOAJ
author Tapas K. Mandal
Rammohan Pal
Rina Mondal
Sankar P. Dey
Asok K. Mallik
spellingShingle Tapas K. Mandal
Rammohan Pal
Rina Mondal
Sankar P. Dey
Asok K. Mallik
Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones
Journal of Chemistry
author_facet Tapas K. Mandal
Rammohan Pal
Rina Mondal
Sankar P. Dey
Asok K. Mallik
author_sort Tapas K. Mandal
title Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones
title_short Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones
title_full Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones
title_fullStr Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones
title_full_unstemmed Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones
title_sort schmidt reaction of e-3-benzylidenechromanones and e-3-benzylidenethiochromanones
publisher Hindawi Limited
series Journal of Chemistry
issn 2090-9063
2090-9071
publishDate 2013-01-01
description On treatment with NaN3/c. H2SO4-HOAc or NaN3/TFA, E-3-benzylidenechromanones are mostly converted to E-β-aminobenzylidenechromanones while E-3-benzylidenethiochromanones are converted to 3-benzoylthiochromones. A structurally new type of product has been isolated for the reaction of E-3-benzylidene-4′-methoxychromanone with NaN3/TFA. Mechanistic paths have been suggested for formation of the products.
url http://dx.doi.org/10.1155/2013/392128
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AT rinamondal schmidtreactionofe3benzylidenechromanonesande3benzylidenethiochromanones
AT sankarpdey schmidtreactionofe3benzylidenechromanonesande3benzylidenethiochromanones
AT asokkmallik schmidtreactionofe3benzylidenechromanonesande3benzylidenethiochromanones
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