Construction of trisubstituted chromone skeletons carrying electron-withdrawing groups via PhIO-mediated dehydrogenation and its application to the synthesis of frutinone A
The construction of the biologically interesting chromone skeleton was realized by PhIO-mediated dehydrogenation of chromanones under mild conditions. Interestingly, this method also found application in the synthesis of the naturally occurring frutinone A.
Method for synthesizing chromone derivatives through PhIO mediated dehydrogenation reaction
The invention discloses a method for synthesizing chromone derivatives through a PhIO mediated dehydrogenation reaction, which comprises the following steps: dissolving a benzodihydropyran-4-one derivative (II) in a solvent, and carrying out the dehydroge
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Paragraph 0062-0065
(2019/12/02)
Highly Selective and Modular Synthesis of 3-Aryl-4-(arylethynyl)-2H-chromen-2-ones from 2-Iodoaryl 2-Arylacetates through a Carbonylative Sonogashira Coupling–Intramolecular Aldol Cascade Reaction
A modular method for the synthesis of 3-aryl-4-(arylethynyl)-2H-chromen-2-ones from 2-iodoaryl 2-arylacetates and arylacetylenes has been developed. The carbonylative Sonogashira coupling–intramolecular aldol casade reaction was carried out in the presence of Pd(PPh3)2(Cl)2as the catalyst. The one-pot approach that involves the in situ formation of the 2-iodoaryl 2-arylacetates from the corresponding 2-iodophenols and 2-arylacetyl chlorides followed by the palladium-catalyzed carbonylative annulation in the presence of the arylacetylene has also been described for the formation of the 3-aryl-4-(arylethynyl)-2H-chromen-2-ones.
A concise synthesis of 3-aroylflavones via Lewis base 9-azajulolidine- catalyzed tandem acyl transfer-cyclization
Lewis base-catalyzed tandem acyl transfer-cyclization of acylated o-alkynoylphenols leading to 3-aroylflavones was developed. 9-Azajulolidine smoothly promoted the reaction of the aroyl derivatives at ambient temperature, and the structure-diversed synthesis of 3-aroylflavones with distinct substituents was achieved in moderate to excellent yields.