132018-06-5Relevant academic research and scientific papers
A concise total synthesis of biologically active frutinones via tributylphosphine-catalyzed tandem acyl transfer-cyclization
Yoshida, Masahito,Saito, Koya,Fujino, Yuta,Doi, Takayuki
, p. 3452 - 3458 (2014/05/06)
A concise and step-economical total synthesis of biologically active frutinones has been achieved. Tributylphosphine (PBu3) efficiently induced the tandem acyl transfer-cyclization of carbonates 5 to afford 3-methoxycarbonylflavone derivatives 4 in excellent yields. Finally, concomitant deprotection and lactonization under acidic conditions furnished the desired frutinones A (1a), B (1b), and the proposed structure of frutinone C (1c).
Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins
Zanwar, Manoj R.,Raihan, Mustafa J.,Gawande, Sachin D.,Kavala, Veerababurao,Janreddy, Donala,Kuo, Chun-Wei,Ambre, Ram,Yao, Ching-Fa
experimental part, p. 6495 - 6504 (2012/10/08)
The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3- carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and β-nitroalkenes in an alcoholic medium is described. The transformation occurs via the in situ formation of a Michael adduct, followed by the alkoxide ion mediated rearrangement of the intermediate. The effect of the different alcohol and nonalcohol media on the reaction was investigated.
Synthesis and Protein-Tyrosine Kinase Inhibitory Activities of Flavanoid Analogues
Cushman, Mark,Nagarathnam, Dhanapalan,Burg, Debra L.,Geahlen, Robert L.
, p. 798 - 806 (2007/10/02)
Treatment of o-hydroxyacetophenones 2a-e with excess lithium bis(trimethylsilyl)amide followed by dialkyl carbonates gave 3-(2-hydroxyaryl)-3-oxopropanoates 3a-e.The latter substances were transformed through the reaction of their magnesium chelates with
