Pd/ligand-free synthesis of thienopyranones via Cu-catalyzed coupling-cyclization in PEG 400 under ultrasound

A greener and practical synthesis of 5-substituted thieno[2,3-c]pyran-7-ones has been achieved via Cu-catalyzed coupling-cyclization of 3-iodothiophene-2-carboxylic acid with terminal alkynes in the presence of K2CO3 in PEG 400 under ultrasound irradiation. A range of thienopyranone derivatives were...

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Bibliographic Details
Published in:Tetrahedron letters 2014-02, Vol.55 (9), p.1660-1663
Main Authors: Rao, Manam Sreenivasa, Haritha, Meda, Chandrasekhar, N., Basaveswara Rao, Mandava V., Pal, Manojit
Format: Article
Language:English
Subjects:
Alkynes
Copper
Derivatives
Palladium
PEG
Synthesis (chemistry)
Terminals
Tetrahedrons
Thienopyranone
Ultrasound
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Summary:A greener and practical synthesis of 5-substituted thieno[2,3-c]pyran-7-ones has been achieved via Cu-catalyzed coupling-cyclization of 3-iodothiophene-2-carboxylic acid with terminal alkynes in the presence of K2CO3 in PEG 400 under ultrasound irradiation. A range of thienopyranone derivatives were synthesized by using this inexpensive and Pd- and ligand-free methodology.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.01.115