Tetrahedron

Formation of 1, 2-dioxolanes using Mn (III)-based reaction of various arylacetylenes with 2, 4-pentanedione and related reaction

T Tsubusaki, H Nishino

Index: Tsubusaki, Takuma; Nishino, Hiroshi Tetrahedron, 2009 , vol. 65, # 18 p. 3745 - 3752

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Citation Number: 14

Abstract

The manganese (III)-based aerobic oxidation of arylacetylenes with 2, 4-pentanedione at ambient temperature unexpectedly gave the 1, 2-dioxolane derivatives in moderate yields together with a small amount of the oxiranes. The 1, 2-dioxolanes underwent silica gel- assisted contraction to quantitatively give the oxiranes. The reaction pathway for the formation of the 1, 2-dioxolanes and the by-product was discussed.