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2005
Ring closure reactions
O 0130
Triphenylphosphine-Mediated Synthesis of 5-Oxo-2,5-dihydrofurans Through
Reaction of Dialkyl Acetylenedicarboxylates and Butane-2,3-dione. —
27- 042 the
Dimethyl or diethyl acetylenedicarboxylates (I) undergo smooth reactions with
butane-2,3-dione (II) in the presence of triphenylphosphine to yield the dihydrofurans
(III); di-tert-butyl acetylenedicarboxylate (IV), however, affords the cyclopentanone
derivative (V). A possible mechanism for the different reactions is proposed. —
(YAVARI*, I.; AMIRI, R.; HAGHDADI, M.; J. Chem. Res. 2004, 11, 766-767; Dep.
Chem., Islamic Azad Univ., Kerman, Iran; Eng.) — H. Haber
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