Regioselective ring opening of thiomalic acid anhydrides by carbon nucleophiles. Synthesis and X-ray structure elucidation of novel thiophenone derivatives

Kikionis, S; McKee, V; Markopoulos, J; Igglessi-Markopoulou, O

dc.contributor.author	Kikionis, S	en
dc.contributor.author	McKee, V	en
dc.contributor.author	Markopoulos, J	en
dc.contributor.author	Igglessi-Markopoulou, O	en
dc.date.accessioned	2014-03-01T01:31:47Z
dc.date.available	2014-03-01T01:31:47Z
dc.date.issued	2009	en
dc.identifier.issn	0040-4020	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/19925
dc.subject	Mercaptosuccinic anhydride	en
dc.subject	Thiolactomycin	en
dc.subject	Thiolactone	en
dc.subject	Thiomalic anhydride	en
dc.subject	Thiophenone	en
dc.subject	Thiotetronic	en
dc.subject.classification	Chemistry, Organic	en
dc.subject.other	acid anhydride	en
dc.subject.other	benzene derivative	en
dc.subject.other	carbene	en
dc.subject.other	carbon	en
dc.subject.other	nucleophile	en
dc.subject.other	thiolactone	en
dc.subject.other	thiomalic acid	en
dc.subject.other	thiophenone derivative	en
dc.subject.other	unclassified drug	en
dc.subject.other	acylation	en
dc.subject.other	article	en
dc.subject.other	biological activity	en
dc.subject.other	chemical bond	en
dc.subject.other	cyclization	en
dc.subject.other	priority journal	en
dc.subject.other	ring opening	en
dc.subject.other	stereochemistry	en
dc.subject.other	structure analysis	en
dc.subject.other	synthesis	en
dc.subject.other	X ray diffraction	en
dc.title	Regioselective ring opening of thiomalic acid anhydrides by carbon nucleophiles. Synthesis and X-ray structure elucidation of novel thiophenone derivatives	en
heal.type	journalArticle	en
heal.identifier.primary	10.1016/j.tet.2009.02.081	en
heal.identifier.secondary	http://dx.doi.org/10.1016/j.tet.2009.02.081	en
heal.language	English	en
heal.publicationDate	2009	en
heal.abstract	Novel and promising thiophenone derivatives were synthesised by regioselective ring opening of activated thiomalic acid anhydrides, with a variety of active methylene nucleophiles via a C-acylation/cyclisation process involving an S-C bond formation. This regioselective approach could be moreover established by X-ray diffraction structure analysis. The thiolactone ring can act as valuable synthetic scaffold for the preparation of natural and synthetic compounds with important biological and pharmacological activities. (C) 2009 Elsevier Ltd. All rights reserved.	en
heal.publisher	PERGAMON-ELSEVIER SCIENCE LTD	en
heal.journalName	Tetrahedron	en
dc.identifier.doi	10.1016/j.tet.2009.02.081	en
dc.identifier.isi	ISI:000265264400022	en
dc.identifier.volume	65	en
dc.identifier.issue	18	en
dc.identifier.spage	3711	en
dc.identifier.epage	3716	en