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Non-catalytic cascade reaction of benzaldehydes and two equivalents of 4-hydroxycoumarin initiated by reflux in propanol results in the fast (15 min) and efficient formation of substituted tetrahydro-1H-xanthen-1-ones in 93–98% yields. The developed fast cascade approach to the substituted bis(4hydroxycoumarinyl)arylmethanes, which are known as medicinally relevant substances with anti-HIV, antibiotic, anti-inflammatory and anti-cancer activity, is beneficial from the viewpoint of diversity-oriented large-scale processes and represents fast, efficient and environmentally benign synthetic concept for cascade reactions strategy.

arkivoc

Fast highly efficient 'on-solvent' non catalytic cascade transformation of benzaldehydes and 4-hydroxycoumarin into bis(4-hydroxycoumarinyl)arylmethanes