The synthesis of multi‐substituted 2‐iminopyridines by conjugate addition of ethyl cyanoacetate derivatives to alkynyl imines has been developed. The reaction of ethyl cyanoacetate derivatives with alkynyl imines provided multi‐substituted 2‐iminopyridines in good yields. Also described is the transformation of 2‐iminopyridines into 2‐aminopyridines by deprotection of the substituent on the nitrogen under acidic conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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Durch Eliminierung der Sulfensäure aus dem Sulfoxid (I) und Methylierung des Diketons (IIa) wurde (IIb) erhalten, dessen Deacetalisierung durch katalytische Mengen TosOH das Diketon (IIc) liefert.

Pyridine derivatives R 0380Titanium Tetraiodide Induced Cyclization of 2-(2-Cyanoalk-1-enyl)-β-keto Esters into 2-Iodopyridines. -A new and attractive synthetic route to highly substituted 2-iodopyridines (II) proceeds via iodination-cyclization reaction of 2-(2-cyanoalk-1-enyl)-β-keto esters (I) under the influence of titanium tetraiodide. -(HACHIYA, I.; MINAMI, Y.; SHIMIZU*, M.; Heterocycles 79 (2009) 1, 365-371; Dep. Chem. Mater., Fac. Eng., Mie Univ., Tsu, Mie 514, Japan; Eng.) -H. Toeppel 40-132

Alkynyl Imines. -Highly functionalized title compounds are obtained in the presence of excess KN(Tms)2. Deprotection with TfOH leads to 2-aminopyridines. The method can also be applied for the construction of bicyclic compounds [cf. (VI)]. -(HACHIYA, I.; MINAMI, Y.; ARAMAKI, T.; SHIMIZU*, M.; Eur.