SCHEDULED MAINTENANCE
An efficient ten-step synthesis of deazathiamine is described. The synthesis starts from commercially available α-acetyl-γ-butyrolactone and proceeds via deamination of the key aminothiophene 6. The Gewald synthesis of thiophenes is shown to give a mixture of isomeric products with the unsymmetric ketone used here and so a modified procedure giving a single isomer is developed.
D. Hawksley, D. A. Griffin and F. J. Leeper, J. Chem. Soc., Perkin Trans. 1, 2001, 144 DOI: 10.1039/B006962K
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