Synthesis and acid-or base-catalyzed cyclization of various 4-pentyne-1, 3-dione derivatives

H Kuroda, H Izawa

Index: Kuroda, Hirofumi; Izawa, Hironori Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 4 p. 780 - 782

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Citation Number: 6

Abstract

4-Pentyne-1, 3-dione derivatives having various substituents were conveniently synthesized from ynals and silyl enol ethers in two steps. The cyclization behaviors of the obtained 4- pentyne-1, 3-diones were studied. γ-Pyrones and 3 (2H)-furanones were obtained by cyclization in the presence of an acid or base as a catalyst. The selectivity of the cyclization was moderately influenced by the substituents at the acetylenic moiety.