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2005
Fused pyridine derivatives
R 0450
Microwave-Assisted Synthesis of Highly Substituted Aminomethylated 2-Pyri— Aminomethyl pyridones (IV) are prepared by cyanodehalogenation of bro12- 156 dones.
mides (I) and subsequent reduction of the nitriles (III) by borane dimethyl sulfide. In
both steps microwave irradiation (MW) is applied. Unfortunately, a substantial loss in
enantiomeric purity is observed for both steps leading to compound (IVb). To prepare
tertiary aminomethyl-substituted pyridones, Mannich reaction of pyridones (V) with
preformed iminium salts is accomplished under MW. In the case of pyridone (Vb), only
little loss of enantiopurity of product (IXb) occurs. — (PEMBERTON, N.; AABERG,
V.; ALMSTEDT, H.; WESTERMARK, A.; ALMQVIST*, F.; J. Org. Chem. 69
(2004) 23, 7830-7835; Dep. Chem., Org. Chem., Umea Univ., S-901 87 Umea, Swed.;
Eng.) — Klein
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