Darstellung von Didehydropyridinen aus (Trimethylsilyl)pyridinen

Effenberger, Franz; Daub, Wolfgang

Darstellung von Didehydropyridinen aus (Trimethylsilyl)pyridinen

dc.contributor.author	Effenberger, Franz	de
dc.contributor.author	Daub, Wolfgang	de
dc.date.accessioned	2009-08-28	de
dc.date.accessioned	2016-03-31T07:47:45Z
dc.date.available	2009-08-28	de
dc.date.available	2016-03-31T07:47:45Z
dc.date.issued	1991	de
dc.date.updated	2010-01-20	de
dc.description.abstract	Halogen-substituted (trimethylsilyl)pyridines 2, 3, 5 - 7 and trifluoromethylsulfonyloxy-substituted (trimethylsilyl)pyridines 9b, 11b are obtained from 2- and 3-halopyridines 1, 4 or hydroxypyridines 8, 10, and 12. Reactions of the 3- and 2-(trimethylsilyl)pyridines 2,9b and 11b with bases in the presence of furans 15 give only protodesilylation or hydrolysis products but no indication is found for the formation of a 2,3-didehydropyridine. 3-Bromo-4-(trimethylsilyl)pyridine (5a) reacts with KOCMe3 in the presence of furan (15a) to give a mixture of products from which the isoquinoline derivative 20 and the tert-butoxypyridines 23, 24 are formed by addition to 3,4-didehydropyridine. Under comparable conditions far higher yields of 3,4-didehydropyridines are obtained by treatment of the 3-halo-2,4-bis(trimethylsilyl)pyridines 7 with strong bases.	en
dc.identifier.other	316187410	de
dc.identifier.uri	http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-44229	de
dc.identifier.uri	http://elib.uni-stuttgart.de/handle/11682/1162
dc.identifier.uri	http://dx.doi.org/10.18419/opus-1145
dc.language.iso	de	de
dc.rights	info:eu-repo/semantics/openAccess	de
dc.subject.classification	Pyridin , Chemische Synthese	de
dc.subject.ddc	540	de
dc.title	Darstellung von Didehydropyridinen aus (Trimethylsilyl)pyridinen	de
dc.title.alternative	Preparation of didehydropyridines from (trimethylsilyl)pyridines	en
dc.type	article	de
ubs.fakultaet	Fakultät Chemie	de
ubs.institut	Institut für Organische Chemie	de
ubs.opusid	4422	de
ubs.publikation.source	Chemische Berichte 124 (1991), S. 2119-2125. URL http://dx.doi.org./10.1002/cber.19911240939	de
ubs.publikation.typ	Zeitschriftenartikel	de

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