ChemInform Abstract: Synthesis and Reactions of 3‐Cinnamoyl Coumarin Derivatives with Activated Nitriles.

Abstract

Synthesis and Reactions of 3-Cinnamoyl Coumarin Derivatives with Activated Nitriles. -Various new coumarins are prepared with a view to their possible biological activity. -(MIKY, J. A. A.; FARRAG, A. A.; Indian

3-Acyl(aroyl)coumarins as synthon in heterocyclic synthesis

“…3-Acetylcoumarin 1 reacted with aldehydes 303 in ethanol in the presence of piperidin, potassium hydroxide 135 or piperidine under solvent free condition to give the corresponding 3-cinnamoyl coumarin derivatives 304a-o. 126,[131][132][133][134] Initially, commercial hydroxysalicylaldehyde 317 was converted to 6-or 7-hydroxy-3-acetylcoumarins 1 using ethyl acetoacetate 318 in the presence of catalytic amount of piperidine 137 . In the next step, 3-acetylcoumarins 1 were condensed with several aldehydes 319 in refluxing ethanol and in the presence of piperidine as a catalyst to afford the compounds 320a-h. On the other hand, O-benzylation of hydroxysalicylaldehyde 317 in dry acetonitrile produced benzyloxysalicylaldehydes 322.…”

Investigation of Diels-Alder Reaction of 7-Substituted 4-Styrylcoumarins with Symmetrical Dienophiles Leading to 3,4-Annulated Coumarins

“…Coumarins (2H‐1‐benzopyran‐2‐ones) and polycyclic compounds containing coumarin moiety occur in many plants and have diverse biological activities, namely anticoagulant and antifungal . Because of these properties, coumarins have been of sustained interest in organic synthesis.…”

Synthesis of some oxazolyl ‐ pyrazolyl; 1,4‐Dihydropyridinyl‐pyrazolyl and 1,2,3,4‐tetrahydro pyrimidinyl‐pyrazolyl coumarins

“…Owing to their diverse bioactivities viz. anticoagulant [2], antibacterial and antifungal [3] etc. many natural, semi synthetic and synthetic coumarins have become important class of molecules in drug research.…”