A novel synthetic approach to pyran-2,4-dione scaffold production : microwave-assisted dimerization, cyclization, and expeditious regioselective conversion into β-enamino-pyran-2,4-diones

Sarhan, Ahmed A.M.; Haukka, Matti; Barakat, Assem; Boraei, Ahmed T.A.

doi:10.1016/j.tetlet.2020.152660

dc.contributor.author	Sarhan, Ahmed A.M.
dc.contributor.author	Haukka, Matti
dc.contributor.author	Barakat, Assem
dc.contributor.author	Boraei, Ahmed T.A.
dc.date.accessioned	2020-12-07T08:51:05Z
dc.date.available	2020-12-07T08:51:05Z
dc.date.issued	2020
dc.identifier.citation	Sarhan, A. A., Haukka, M., Barakat, A., & Boraei, A. T. (2020). A novel synthetic approach to pyran-2,4-dione scaffold production : microwave-assisted dimerization, cyclization, and expeditious regioselective conversion into β-enamino-pyran-2,4-diones. <i>Tetrahedron Letters</i>, <i>61</i>(52), Article 152660. <a href="https://doi.org/10.1016/j.tetlet.2020.152660" target="_blank">https://doi.org/10.1016/j.tetlet.2020.152660</a>
dc.identifier.other	CONVID_47047863
dc.identifier.uri	https://jyx.jyu.fi/handle/123456789/72986
dc.description.abstract	Here, we report a novel, green, simple, low-cost, and rapid methodology for the high-yield production of pyran-2,4-dione scaffolds under microwave irradiation. Regio- and stereoselective conversions of β-diketone systems into β-enaminones were achieved using 18 primary amines and four amino acid esters. Microwave-assisted further cyclization of 3-(β-substitutedvinyl)-6-phenyl-pyran-2,4-dione into 3-benzoyl-4,7-diphenyl-2H,5H-pyrano[4,3-b]pyran-2,5-dione via reaction with ethyl benzoyl acetate.	en
dc.format.mimetype	application/pdf
dc.language	eng
dc.language.iso	eng
dc.publisher	Elsevier
dc.relation.ispartofseries	Tetrahedron Letters
dc.rights	CC BY-NC-ND 4.0
dc.subject.other	pyran-2,4-dione
dc.subject.other	microwave
dc.subject.other	β-enaminones
dc.subject.other	intramolecular cyclization
dc.title	A novel synthetic approach to pyran-2,4-dione scaffold production : microwave-assisted dimerization, cyclization, and expeditious regioselective conversion into β-enamino-pyran-2,4-diones
dc.type	article
dc.identifier.urn	URN:NBN:fi:jyu-202012076936
dc.contributor.laitos	Kemian laitos	fi
dc.contributor.laitos	Department of Chemistry	en
dc.contributor.oppiaine	Epäorgaaninen kemia	fi
dc.contributor.oppiaine	Epäorgaaninen ja analyyttinen kemia	fi
dc.contributor.oppiaine	Inorganic Chemistry	en
dc.contributor.oppiaine	Inorganic and Analytical Chemistry	en
dc.type.uri	http://purl.org/eprint/type/JournalArticle
dc.type.coar	http://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatus	peerReviewed
dc.relation.issn	0040-4039
dc.relation.numberinseries	52
dc.relation.volume	61
dc.type.version	acceptedVersion
dc.rights.copyright	© 2020 Elsevier
dc.rights.accesslevel	openAccess	fi
dc.subject.yso	kemiallinen synteesi
dc.subject.yso	mikroaallot
dc.subject.yso	orgaaniset yhdisteet
dc.format.content	fulltext
jyx.subject.uri	http://www.yso.fi/onto/yso/p8468
jyx.subject.uri	http://www.yso.fi/onto/yso/p5741
jyx.subject.uri	http://www.yso.fi/onto/yso/p3841
dc.rights.url	https://creativecommons.org/licenses/by-nc-nd/4.0/
dc.relation.doi	10.1016/j.tetlet.2020.152660
jyx.fundinginformation	The authors would like to extend their sincere appreciation to the Researchers Supporting Project Number (RSP-2020/64), King Saud University, Riyadh, Saudi Arabia.
dc.type.okm	A1

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