131086-90-3

Upstream product

• 433299-69-5 ethyl 3-oxo-4-(4-oxochroman-2-yl)butanoate 
• 491-38-3 1-benzopyran-4(4H)-one 
• 133730-25-3 N,N-Diethyl-3,2'-dimethoxy-2-biphenylcarboxamide 
• 578-57-4 2-bromoanisole 
• 133730-22-0 3-methoxy-2-(N,N-diethylcarboxamido)phenylboronic acid 
• 433299-82-2 methyl 6-(2',3'-dihydrochromon-2'-yl)-3,5-dioxohexanoate 

Relevant academic research and scientific papers

Synthesis and X-ray crystal structure of cynandione B analogues

The synthesis of analogues of cynandione B, a phenolic acetophenone from Cynanchum taiwanianum, is described. The one-step conversion of benzochromenones to the heptacyclic spiroacetal core of cynandione B using methylmagnesium bromide is investigated and

Domino reactions of 1,3-bis-silyl enol ethers with benzopyrylium triflates: Efficient synthesis of fluorescent 6H-benzo[c]chromen-6-ones, dibenzo[c,d]chromen-6-ones, and 2,3-dihydro-1H-4,6-dioxachrysen-5-ones

The condensation of 1,3-bissilyl enol ethers with benzopyrylium triflates, generated in situ by the reaction of chromones with Me3SiOTf, afforded functionalized 2,3-dihydrobenzopyrans; treatment of the latter with NEt3, or BBr3

Efficient synthesis of biaryl lactones by domino retro-Michael-aldol-lactonization reactions

Biaryl lactones were prepared by novel domino x retro-Michael-aldol-lactonization reactions of 2,3-dihydropyrans.

Ellagic acid analogues

Synthetic novel ellagic acid congeners of the formula: STR1 wherein: R1 is --H, --OH or --OR'; R2 is --H, --OH or --OR'; R3 is --H, --OH or --OR'; R4 is --H, --OH or --OR'; R5 is --H, --OH or --OR'; R6 is --H, --OH or --OR'; R' is lower alkyl having 1 to 8 carbon atoms or --CH2 --Ar; Ar is phenyl or substituted phenyl, and at least one of R1, R2, R3, R4, R5 and R6 is other than --H. The above compounds and 6H-dibenzo[b,d]pyran-6-one are useful for inhibiting mutagenic activity in living cells.

Sequential Directed Ortho Metalation-Boronic Acid Cross-Coupling Reactions. A General Regiospecific Route to Oxygenated Dibenzopyran-6-ones Related to Ellagic Acid

A general regiospecific synthesis of dibenzopyran-6-one derivatives 1a,c and 8a-i related to ellagic acid is described (Scheme I, Table I).The sequence involves directed ortho metalation-boronation of benzamides 4 to give the arylboronic acids 5, which, upon palladium-catalyzed cross-coupling with alkoxybromobenzenes 6 leads to the biphenylamides 7.BBr3 demethylation followed by acid-catalyzed cyclization affords pyranone 8.In this manner, the naturally occurring dibenzopyranones 1a, autumnariol (1c), and the heterocyclic analogue 13 (Scheme III) were efficiently prepared.