6431-08-9

Upstream product

• 132356-66-2 (E)-4-hydroxy-3-(3-phenylallyl)chromen-2-one 
• 132356-46-8 4,4'-dihydroxy-3,3'-(3-phenylprop-2-enylidene)bis<2H-1-benzopyran-2-one> 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 122-97-4 3-Phenyl-1-propanol 

Relevant academic research and scientific papers

Regioselective Access to Structurally Diverse Coumarin Analogues through Iron-Catalysed Annulation Reactions

A highly efficient iron-catalysed propargylation/alkyne oxacyclization/isomerization strategy is described. Biologically active furo[3,2-c]coumarins and pyrano[3,2-c]coumarins are expeditiously assembled in moderate to good yields and with a broad substrate scope. The regioselective access to different coumarins is mainly dependent on the terminal group of the secondary propargylic alcohol.

4-HYDROXY-BENZOPYRAN-2-ONES AND 4-HYDROXY-CYCLOALKYL[B]PYRAN-2-ONES USEFUL TO TREAT RETROVIRAL INFECTIONS

The present invention relates to compounds of formula I which are 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl[b]pyran-2-ones useful for inhibiting a retrovirus in a mammalian cell infected with said retrovirus. STR1 Wherein R 10 and R 20 taken together are: STR2

The Chemistry of Coumarin Derivatives Synthesis of 3-Alkyl-4-hydroxycoumarins by Reductive Fragmentation of 3,3'-Alkylidene-4,4'-dihydroxybis

Treatment of 3,3'-alkylidene-4,4'-dihydroxybis 1 with NaBH3CN in refluxing MeOH affords 3-alkyl-4-hydroxycoumarins 2 and 4-hydroxycoumarin (3; Scheme 1).The reaction may take place via hydride trapping of alkylidenechromandiones C formed from 1 in a retro-Michael reaction.Such a retro-Michael reaction of 1 might be biologically relevant.The presence of C during the reductive fragmentation 1 --> 2 is suggested by Diels-Alder and nucleophilic trapping of the alkylidenechromandiones C as well as from cross-over experiments with coumarins other than 3 (see Scheme 2).The reductive fragmentation of 1 allows the chemo- and regioselective synthesis of a variety of 3-alkyl-4-hydroxycoumarins 2 (see Table).