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Synthesis 1992; 1992(7): 673-677
DOI: 10.1055/s-1992-26197
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Synthesis of 4-(ω-Aminoalkyl)- or 4-(ω-Lactamiminoalkyl)thiazoles by Ring Chain Transformation of Isothioureas with Lactam Derivatives

Ute Radics* , Jürgen Liebscher, Michael Pätzel
  • *Institut für Organische Chemie, Fachbereich Chemie, Humboldt-Universität Berlin, Hessische Str. 1-2, D-1040 Berlin, Germany
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Publication Date:
17 September 2002 (online)

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CH-Acidic isothioureas 1 react with lactam acetals 2 at the unsubstituted N-atom as well as at the acidic S-methylene group giving 4-(ω-aminoalkyl)thiazoles 6. The latter are further transformed to 4-(ω-lactamiminoalkyl)thiazoles 8, if lactim ethers 3 are used in reactions with isothioureas 1.