SYNTHESIS OF 3-HETEROALKYL-2-N-ORGANYLAMINOTHIOPHENES - THE FIRST PROOF FOR AMINO-IMINO TAUTOMERISM OF N-MONOSUBSTITUTED AMINOTHIOPHENES

Citation
L. Brandsma et al., SYNTHESIS OF 3-HETEROALKYL-2-N-ORGANYLAMINOTHIOPHENES - THE FIRST PROOF FOR AMINO-IMINO TAUTOMERISM OF N-MONOSUBSTITUTED AMINOTHIOPHENES, Tetrahedron letters, 39(16), 1998, pp. 2433-2436
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
16
Year of publication
1998
Pages
2433 - 2436
Database
ISI
SICI code
0040-4039(1998)39:16<2433:SO3-TF>2.0.ZU;2-V
Abstract
The compounds 2-N-methylamino-3-methoxythiophene and 2-N-phenylamino-3 -methoxythiophene obtained in fair to good yields in a novel one-pot s ynthesis from methyl or phenyl isothiocyanate and 1-lithiomethoxyallen e have been shown to be in equilibrium with the imino tautomers. The a nalogous 3-methylthio derivatives obtained by a similar procedure from 1-lithiomethylthioallene exist exclusively in the amino form. (C) 199 8 Elsevier Science Ltd. All rights reserved.