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2004
Furan derivatives
R 0060
Synthesis of α-Alkylidene-γ-butyrolactones via Ring-Cleavage/Recyclization of
— Reaction of the title furancarbox51- 087 2-Amino-4,5-dihydro-3-furancarboxamides.
amides (I) with alkyl cyanoacetates (II) affords the corresponding ring-opened products
(III), which cyclize on treatment with MesOH to furnish the expected α-alkylidene−γ-butyrolactones (IV). On the other hand, ring opened products (VI) derived from
carboxamides (I) and malononitrile gives rise to 3-pyridinecarbonitriles (VII) or furo[3,2-c]pyridine (VIII) on treatment with MesOH. — (OKABE, F.; TAGAWA, Y.;
YAMAGATA*, K.; J. Heterocycl. Chem. 41 (2004) 4, 505-508; Fac. Pharm. Sci.,
Fukuoka Univ., Jonan, Fukuoka 814-01, Japan; Eng.) — R. Staver
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