Thermal intramolecular Diels-Alder reaction of furan; synthesis of nitrogen tetracycles, isobenzofuran and isobenzothiophene
dc.contributor.author | Karaarslan M. | |
dc.contributor.author | Gokturk E. | |
dc.contributor.author | Demircan A. | |
dc.date.accessioned | 2019-08-01T13:38:39Z | |
dc.date.available | 2019-08-01T13:38:39Z | |
dc.date.issued | 2007 | |
dc.department | Niğde ÖHÜ | |
dc.description.abstract | Thermal 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. | |
dc.identifier.doi | 10.3184/030823407X191967 | |
dc.identifier.endpage | 120 | |
dc.identifier.issn | 0308-2342 | |
dc.identifier.issue | 2 | |
dc.identifier.scopus | 2-s2.0-34248218738 | |
dc.identifier.scopusquality | N/A | |
dc.identifier.startpage | 117 | |
dc.identifier.uri | https://dx.doi.org/10.3184/030823407X191967 | |
dc.identifier.uri | https://hdl.handle.net/11480/1229 | |
dc.identifier.wos | WOS:000250766800019 | |
dc.identifier.wosquality | N/A | |
dc.indekslendigikaynak | Web of Science | |
dc.indekslendigikaynak | Scopus | |
dc.institutionauthor | [0-Belirlenecek] | |
dc.language.iso | en | |
dc.relation.ispartof | Journal of Chemical Research | |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | |
dc.rights | info:eu-repo/semantics/closedAccess | |
dc.subject | Aromatisation | |
dc.subject | Cycloaddition | |
dc.subject | Intramolecular Diels-Alder | |
dc.title | Thermal intramolecular Diels-Alder reaction of furan; synthesis of nitrogen tetracycles, isobenzofuran and isobenzothiophene | |
dc.type | Article |