Novel tandem hydration/cyclodehydration of a-thiocyanatoketones to 2-oxo-3-thiazolines. Application to thiazolo[5,4-c]quinoline-2,4(3aH,5H)-dione synthesis.

Klásek, Antonín; Mrkvička, Vladimír; Pevec, Andrej; Košmrlj, Janez

dc.title	Novel tandem hydration/cyclodehydration of a-thiocyanatoketones to 2-oxo-3-thiazolines. Application to thiazolo[5,4-c]quinoline-2,4(3aH,5H)-dione synthesis.	en
dc.contributor.author	Klásek, Antonín
dc.contributor.author	Mrkvička, Vladimír
dc.contributor.author	Pevec, Andrej
dc.contributor.author	Košmrlj, Janez
dc.relation.ispartof	Journal of Organic Chemistry
dc.identifier.issn	0022-3263 Scopus Sources, Sherpa/RoMEO, JCR
dc.date.issued	2004
utb.relation.volume	69
utb.relation.issue	17
dc.citation.spage	5646
dc.citation.epage	5661
dc.type	article
dc.language.iso	en
dc.publisher	American Chemical Society (ACS)	en
dc.identifier.doi	10.1021/jo0493370
dc.relation.uri	http://pubs.acs.org/doi/full/10.1021/jo0493370
dc.subject	thiokyanatoketony	cs
dc.subject	hydratace	cs
dc.subject	cyklizace	cs
dc.subject	syntéza	cs
dc.subject	thiocyanatoketones	en
dc.subject	hydration	en
dc.subject	cyclization	en
dc.subject	synthesis	en
dc.description.abstract	Novel tandem hydration of a-thiocyanatoketones to thiocarbamates followed by in situ cyclodehydration to fused 2-oxo-3-thiazolines is described. Concentrated sulfuric acid was found to be critical for the reaction as both corresponding thiocyanates and thiocarbamates rapidly hydrolyze in the presence of water.	cs
dc.description.abstract	Novel tandem hydration of a-thiocyanatoketones to thiocarbamates followed by in situ cyclodehydration to fused 2-oxo-3-thiazolines is described. Concentrated sulfuric acid was found to be critical for the reaction as both corresponding thiocyanates and thiocarbamates rapidly hydrolyze in the presence of water.	en
utb.faculty	Faculty of Technology
dc.identifier.uri	http://hdl.handle.net/10563/1000360
utb.identifier.rivid	RIV/70883521:28110/04:63502548
utb.identifier.obdid	12052358
utb.identifier.scopus	2-s2.0-4043148446
utb.identifier.wok	000223278200017
utb.source	j-riv
utb.contributor.internalauthor	Klásek, Antonín
utb.contributor.internalauthor	Mrkvička, Vladimír