SYNTHESIS OF 2,3-DIHYDROPYRIDINES, CYCLOBUTANOPYRROLINES AND QUINOLINES FROM LITHIATED ALLENES AND ISOTHIOCYANATES

Authors
BRANDSMA L NEDOLYA NA VERKRUIJSSE HD OWEN NL LI D TROFIMOV BA
Citation
L. Brandsma et al., SYNTHESIS OF 2,3-DIHYDROPYRIDINES, CYCLOBUTANOPYRROLINES AND QUINOLINES FROM LITHIATED ALLENES AND ISOTHIOCYANATES, Tetrahedron letters, 38(39), 1997, pp. 6905-6908
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
39
Year of publication
1997
Pages
6905 - 6908
Database
ISI
SICI code
0040-4039(1997)38:39<6905:SO2CAQ>2.0.ZU;2-#
Abstract
The products obtained by S-alkylation of the adducts from lithiated al lenes and alkyl or aryl isothiocyanates undergo thermal rearrangements with ultimate formation of derivatives of 2,3-dihydropyridine, cyclob utanopyrroline and quinoline, depending on the structure of the isothi ocyanate. In some reactions azatrienes with a fully conjugated system can be isolated. (C) 1997 Elsevier Science Ltd.