2-Substituted 4-anilinopiperidines from 2H-thiopyran-2-thiones

Authors
Weis, R Schweiger, K Seebacher, W
Citation
R. Weis et al., 2-Substituted 4-anilinopiperidines from 2H-thiopyran-2-thiones, TETRAHEDRON, 57(39), 2001, pp. 8305-8311
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
39
Year of publication
2001
Pages
8305 - 8311
Database
ISI
SICI code
0040-4020(20010924)57:39<8305:24F2>2.0.ZU;2-O
Abstract
4-Dimethylamino-5,6-dihydro-2H-thiopyran-2-thiones were converted to 4-anil inodihydropyridine-2(1H)-thiones in several steps. The latter were alkylate d giving a mixture of isomeric methylthioderivatives which were hydrogenate d with Raney nickel yielding 2-alkyl- and 2-aryl-substituted 4-anilinopiper idines. The configurations as well as the conformations of the formed diast ereoisomers are investigated by means of NMR. (C) 2001 Elsevier Science Ltd . All rights reserved.