Synthesis of flavonoid-type compounds from methyl dehydroabietates

abstract

The synthesis of new flavone-type compounds bearing several chiral centres, 12- and 14-(2'-chromonyl)dehydroabietates, are reported. This synthesis started from the aldol condensation of methyl 12- and 14-formyldehydroabietates with 2'-hydroxyacetophenones in order to prepare the corresponding chalcone-type compounds, which were then transformed in the expected flavone-type compounds by cyclodehydrogenation with DMSO and a catalytic amount of iodine. All compounds were exhaustively characterised by NMR and MS techniques.

keywords

ACID-DERIVATIVES; RESIN ACIDS; CHALCONES; SUBSTITUTION; ANTIOXIDANT; SERIES

subject category

Chemistry

authors

Monteiro, SMCS; Silvestre, AJD; Silva, AMS; Cavaleiro, JAS

our authors

acknowledgements

Thanks are due to the University of Aveiro,

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