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2005
Pyridazine derivatives
R 0500
Pyridazine Derivatives. Part 39. Reactivity of 5-Iodopyridazin-3(2H)-ones in PalReactions. — A number of 5-substituted pyridazinones are pre13- 162 ladium-Catalyzed
pared by Heck, Stille, Suzuki, or Sonogashira coupling in order to test their antiplatelet
activity. Interestingly, Heck alkenylation also gives small amounts of phthalazinones
like (V). The reaction with the propynol (VIII) does not yield the expected products but
the isomeric (E)-chalcones (IX). The cross-coupling of N-unprotected
5-iodopyridazinone proceeds with low success, but its hydroxymethylated analogue
(X) allows efficient one-pot formation of 5-substituted pyridazin-3(2H)-ones. —
(COELHO, A.; SOTELO, E.; NOVOA, H.; PEETERS, O. M.; BLATON, N.;
RAVINA*, E.; Tetrahedron 60 (2004) 52, 12177-12189; Dep. Quim. Org., Fac. Farm.,
Univ. Santiago de Compostela, E-15782 Santiago de Compostela, Spain; Eng.) —
Jannicke
2005
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