A One-Pot Domino Reaction Providing Fluorinated 5,6-Dihydro-1,2-thiazine 1-Oxides from Sulfoximines and 1-Trifluoromethylstyrenes

Wang, Xianliang; Rissanen, Kari; Bolm, Carsten

doi:10.1021/acs.orglett.3c00415

dc.contributor.author	Wang, Xianliang
dc.contributor.author	Rissanen, Kari
dc.contributor.author	Bolm, Carsten
dc.date.accessioned	2024-02-16T08:57:09Z
dc.date.available	2024-02-16T08:57:09Z
dc.date.issued	2023
dc.identifier.citation	Wang, X., Rissanen, K., & Bolm, C. (2023). A One-Pot Domino Reaction Providing Fluorinated 5,6-Dihydro-1,2-thiazine 1-Oxides from Sulfoximines and 1-Trifluoromethylstyrenes. <i>Organic Letters</i>, <i>25</i>(9), 1569-1572. <a href="https://doi.org/10.1021/acs.orglett.3c00415" target="_blank">https://doi.org/10.1021/acs.orglett.3c00415</a>
dc.identifier.other	CONVID_177151756
dc.identifier.uri	https://jyx.jyu.fi/handle/123456789/93437
dc.description.abstract	N-Trifluoroacetylated (N-TFA) sulfoximines react with 1-trifluoromethylstyrenes in a one-pot domino reaction to give fluorinated 5,6-dihydro-1,2-thiazine 1-oxides in good to high yields. The process involves three sequential reaction steps that can be characterized as (1) nucleophilic allylic substitution (SN2′), (2) hydrolysis, and (3) intramolecular nucleophilic vinylic substitution (SNV). The products can further be modified by defluorination. The molecular structure of the resulting product was confirmed by X-ray crystallographic analysis.	en
dc.format.mimetype	application/pdf
dc.language.iso	eng
dc.publisher	American Chemical Society (ACS)
dc.relation.ispartofseries	Organic Letters
dc.rights	In Copyright
dc.title	A One-Pot Domino Reaction Providing Fluorinated 5,6-Dihydro-1,2-thiazine 1-Oxides from Sulfoximines and 1-Trifluoromethylstyrenes
dc.type	article
dc.identifier.urn	URN:NBN:fi:jyu-202402161913
dc.contributor.laitos	Kemian laitos	fi
dc.contributor.laitos	Department of Chemistry	en
dc.contributor.oppiaine	Orgaaninen kemia	fi
dc.contributor.oppiaine	Organic 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.format.pagerange	1569-1572
dc.relation.issn	1523-7060
dc.relation.numberinseries	9
dc.relation.volume	25
dc.type.version	acceptedVersion
dc.rights.copyright	© 2023 AmericanChemicalSociety
dc.rights.accesslevel	openAccess	fi
dc.subject.yso	heterosykliset yhdisteet
dc.subject.yso	kemiallinen synteesi
dc.format.content	fulltext
jyx.subject.uri	http://www.yso.fi/onto/yso/p38837
jyx.subject.uri	http://www.yso.fi/onto/yso/p8468
dc.rights.url	http://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi	10.1021/acs.orglett.3c00415
jyx.fundinginformation	The authors are grateful to the China Scholarship Council (CSC) for a predoctoral fellowship for X.W., and the authors acknowledge the Alexander von Humboldt Foundation for support of K.R. (AvH research award).
dc.type.okm	A1

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