Karaarslan M.Gokturk E.Demircan A.2019-08-012019-08-0120070308-2342https://dx.doi.org/10.3184/030823407X191967https://hdl.handle.net/11480/1229Thermal intramolecular Diels-Alder (IMDA) reaction of furan cored compounds has been further investigated; a series of key precursors to the IMDA reaction of furan diene (9a-c) have been prepared via facile alkylation and protection. While the cycloaddition process for (10a-c) was afforded in hot toluene, a commercial microwave (2450 MHz) was used for the synthesis of (12a-b). Treatment of fused oxy- and thio-heterotricycles (12a-b) with borontrifluoride-etherate in dichloromethane at -78°C cleaved epoxy bridge and concomitant aromatisation gave the isobenzo-furan and thiophene (13a-b) in 72-76% yields respectively.eninfo:eu-repo/semantics/closedAccessAromatisationCycloadditionIntramolecular Diels-AlderThermal intramolecular Diels-Alder reaction of furan; synthesis of nitrogen tetracycles, isobenzofuran and isobenzothiopheneArticle211712010.3184/030823407X1919672-s2.0-34248218738N/AWOS:000250766800019N/A