The synthesis of thieno[3,2-b]pyrrole (VI) was carried out by conversion of 3-nitro-2-inethylthiophene t o 3-nitro-2thenaldehyde followed by application of the azlactone synthesis t o give 3-nitro-2-thienylpyruvic acid, which was reduced t o the thienopyrrolecarboxylic acid (V). Decarboxylation of V t o thieno[3,2-b]pyrrole (VI) was effected by heat in an evacuated sealed tube. A similar reaction scheme proceeding from 2-nitro-3-methylthiophene mas examined in order t o obtain the isomeric thienopyrrole, but the final step, reduction of the pyruvic acid, was unsuccessful.
structure structure (organic substances) K 9000
-033Hydrogen Bonding and Structure of 2-Hydroxy-N-acylanilines in the Solid State and in Solution.-[X-ray crystal structure determination of title compounds (acyl: -CO-Ph, -CO-CF3)]. -(HIBBERT, F.; MILLS, J. F.; NYBURG, S. C.; PARKINS, A. W.; J. Chem. Soc., Perkin Trans. 2 [old] (1998) 3, 629-634; Dep. Chem., King's Coll., London WC2R 2LS, UK; EN)
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