Cu(OAc)2 catalyzed ultrasound assisted rapid synthesis of isocoumarin derivatives bearing 3-oxobutyl moiety at C-4 position

•A faster, cheaper and Pd-free synthesis of substituted isocoumarins is described.•The approach involved use of environmentally friendly catalyst and aqueous media.•The shorter reaction time and simple operational procedure are other advantages.•The methodology afforded a range of compounds up to 83...

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Bibliographic Details
Published in:Journal of molecular structure 2022-04, Vol.1254, p.132418, Article 132418
Main Authors: Ramarao, Sidda, Pothireddy, Mohanreddy, Venkateshwarlu, Rapolu, Moturu, Krishna Murthy VR, Siddaiah, Vidavalur, Dandela, Rambabu, Pal, Manojit
Format: Article
Language:English
Subjects:
Cu(OAc)2
Cyclization
Ultrasound
Ísocoumarin
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Summary:•A faster, cheaper and Pd-free synthesis of substituted isocoumarins is described.•The approach involved use of environmentally friendly catalyst and aqueous media.•The shorter reaction time and simple operational procedure are other advantages.•The methodology afforded a range of compounds up to 83% yield. A rapid synthesis of isocoumarins has been achieved via the Cu-catalysed cascade reaction involving tandem intramolecular cyclization followed by olefin addition under ultrasound irradiation. The methodology involved one-pot reaction of 2-alkynylbenzoate esters with methyl vinyl ketone in the presence of Cu(OAc)2 in aqueous DMF to afford a range of isocoumarin derivatives bearing 3-oxobutyl moiety at C-4 position. The use of inexpensive, stable and environmentally friendly catalyst along with aqueous media, shorter reaction time and simple operational procedure are the key advantages of this Pd-free methodology. 2009 Elsevier Ltd. All rights reserved. Graphical abstract [Display omitted] .
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2022.132418