106917-06-0Relevant articles and documents
Formation of 1,2-dioxolanes using Mn(III)-based reaction of various arylacetylenes with 2,4-pentanedione and related reaction
Tsubusaki, Takuma,Nishino, Hiroshi
experimental part, p. 3745 - 3752 (2009/09/06)
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
Manganese(III) or Cobalt(III)-Mediated Oxidative Radical Reactions of Terminal Dienes. One-Pot Synthesis of Bis(dihydrofuran)s
Nishino, Hiroshi,Yoshida, Tomoaki,Kurosawa, Kazu
, p. 1097 - 1107 (2007/10/02)
The reactions of terminal dienes such as 1,4-pentadienes and 1,5-hexadienes with tris(2,4-pentanedionato)manganese(III) () gave α,ω-bis(dihydrofuryl)alkanes (abbreviated bis(dihydrofuran)s, hereafter) in good yields.The reactions with tris(2,4-pentanedionato)cobalt(III) () instead of yielded the same bis(dihydrofuran)s quantitatively.The dienes also reacted with ethyl 3-oxobutanoate in the presence of manganese(III) acetate () or cobalt(III) acetate () to produce the corresponding bis(dihydrofuran)s.The reactions of 1,3-butadienes with the manganese(III) or cobalt(III) complexes afforded only mono(dihydrofuran)s and oxidative rearrangement products, but the corresponding bis(dihydrofuran)s were not formed.The reaction of 1,5-hexadienes with ethyl hydrogen malonate in the presence of did not give bis-annulated products, but mono(γ-lactone)s in moderate yields.The synthetic applications and limitations of the bis(dihydrofuran)s formation are discussed.