Functionalized 4-hydroxy coumarins: novel synthesis, crystal structure and DFT calculations |
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Authors: | Stefanou Valentina Matiadis Dimitris Melagraki Georgia Afantitis Antreas Athanasellis Giorgos Igglessi-Markopoulou Olga McKee Vickie Markopoulos John |
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Affiliation: | Laboratory of Inorganic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens 15771, Greece. stef-valentin@windowslive.com |
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Abstract: | A novel short-step methodology for the synthesis in good yields of functionalized coumarins has been developed starting from an activated precursor, the N-hydroxysuccinimide ester of O-acetylsalicylic acid. The procedure is based on a tandem C-acylation-cyclization process under mild reaction conditions. The structure of 3-methoxycarbonyl-4-hydroxy coumarin has been established by X-ray diffraction analysis and its geometry was compared with optimized parameters by means of DFT calculations. |
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