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ChemInform Abstract: Synthesis of 3-Heteroalkyl-2-N-organylaminothiophenes. The First Proof for Amino-imino Tautomerism of N-Monosubstituted Aminothiophenes.

✍ Scribed by L. BRANDSMA; V. YU. VVEDENSKY; N. A. NEDOLYA; O. A. TARASOVA; B. A. TROFIMOV

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199828137

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✦ Synopsis

Synthesis of 3-Heteroalkyl-2-N-organylaminothiophenes.

The First Proof for Amino-imino Tautomerism of N-Monosubstituted Aminothiophenes.

-Lithiation of allenes (I) and (IVa) and addition of isothiocyanates provides 2-amino-substituted 3-methoxythiophenes which are shown to be in equilibrium with the imino tautomer. On the other hand, the 3-methylthio derivative (IVb) exists exclusively in the amino form. -

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