Synthetic Potential of and#945; Pyranones Synthesis and photophysical evaluation of novel m Teraryls

Abstract

2H-pyran-2-ones are versatile unsaturated heterocyclic scaffolds with characteristic newlineof alkenes and arenes. Surprisingly, they are common in nature and may be isolated newlineor fused from plants, mammals, marine organisms, bacteria, fungus and insects all newlineof which have remarkable biological activity. The molecules embedded with pyran newlineunit have significant characters like HIV protease inhibitors, antifungal, cardiotonics, newlineanticonvulsants, antimicrobials, pheromones, natural pigments, anti tumouragents and newlineplant growth regulators. 2-pyranone act as excellent Michael acceptor, therefore it newlinehas been extensively explored as unique precursor for synthesis of various arenes, newlinehetero arenes and fused systems as well as biologically relevant molecules such newlineas biaryl, teraryl, oxahelicines, 2-aminopyridines, 2-pyridinones, benzothiophenes, newlineand diazapines through ring transformation methodologies under base mediated newlineconditions in synthetic organic chemistry. The functionalized _-pyranone exhibit newlinethree electrophilic centres and push-pull system in their structural morphology have newlinebeen widely used in many applications with their interesting photo physical and newlineelectrochemical properties. 2-pyran ring transformations with various nucleophiles newlineis an interesting upcoming topic in many research fields such as synthetic, medicinal newlineand material chemistry. Our ongoing study describes a convenient synthesis of newlineThiophene/Furan-Cored m-heteroterphenyls achieved by a metal-free convenient route newlinevia 2H-pyran-2-ones are ring transformed with heteroaryl ketone as nucleophiles at newlineroom temperature, there is a presence of KOH as a base and DMF as a solvent. newlineSimilarly, pyridyl-cored m-heteroterphenyls were obtained in excellence by the yields newlinefrom the reactance 6-aryl-2H-pyran-2-ones and 1 or 2-acetyl pyridineas a nucleophile newlinesource. Further, functionalized Benzyl ether-cored terphenyls were obtained in good newlineyields by the reaction of 2H-pyran-2-ones with 1,3-bis(benzyloxy)benzene as a source newlineof carbanion at room temperature under optimized conditions.