A general synthesis of 2'-hydroxychalcones from bromomagnesium phenoxides and cinnamic aldehydes |
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Authors: | G. Casiraghi G. Casnati E. Dradi R. Messori G. Sartori |
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Affiliation: | Istituto di Chimica Organica dell''Universitá, Via M. D''Azeglio 85, 43100 Parma, Italy |
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Abstract: | A highly selective synthetic route of general utility was devised for the preparation of 2'-hydroxychalcones 4. The procedure involves the regiochemical controlled reaction between bromomagnesium salts of mono and dihydric phenols 1 and variously substituted cinnamaldehydes 2 in aprotic apolar media and in the presence of a suitable basic additive. Application of this procedure to some naturally occurring chalcones is reported. The crucial role of the additive is also emphasized. |
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