Synthesis of pyrano[3,4-c]chromene skeleton via CuI-mediated domino Knoevenagel hetero-Diels-Alder reaction

A new strategy involving domino Knoevenagel hetero-Diels-Alder reaction is described for the preparation of pyrano[3,4-c]chromenes scaffold. Reaction of O-propargylated salicylaldehyde with benzoylacetonitrile or Meldrum's acid in the presence of CuI and diammonium hydrogen phosphate affords py...

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Main Authors: Mollazadeh, Marjan (Author) , Khoshkholgh, Malihe Javan (Author) , Balalaie, Saeed (Author) , Rominger, Frank (Author) , Bijanzadeh, Hamid Reza (Author)
Format: Article (Journal)
Language:English
Published: 28 July 2010
In: Journal of heterocyclic chemistry
Year: 2010, Volume: 47, Issue: 5, Pages: 1200-1208
ISSN:1943-5193
DOI:10.1002/jhet.447
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/jhet.447
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/jhet.447
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Author Notes:Marjan Mollazadeh, Malihe Javan Khoshkholgh, Saeed Balalaie, Frank Rominger, and Hamid Reza Bijanzadeh
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Summary:A new strategy involving domino Knoevenagel hetero-Diels-Alder reaction is described for the preparation of pyrano[3,4-c]chromenes scaffold. Reaction of O-propargylated salicylaldehyde with benzoylacetonitrile or Meldrum's acid in the presence of CuI and diammonium hydrogen phosphate affords pyrano[3,4-c]chromenes with good yields and high bond-forming efficiency. J. Heterocyclic Chem., (2010).
Item Description:Gesehen am 03.05.2023
Physical Description:Online Resource
ISSN:1943-5193
DOI:10.1002/jhet.447