106917-06-0

Upstream product

• 100-42-5 styrene 
• 14284-89-0 manganese(III) acetylacetonate 
• 4356-69-8 1,1-bis-(4-methoxyphenyl)ethylene 
• 70671-93-1 1,1,6,6-tetraphenyl-1,5-hexadiene 
• 57710-75-5 1,1,4,4-Tetrakis(4-chlorophenyl)-1,3-butadiene 
• 38503-54-7 1,1,5,5-Tetraphenyl-1,4-pentadiene 
• 530-48-3 1,1-Diphenylethylene 
• 64-19-7 acetic acid 
• 123-54-6 acetylacetone 
• 536-74-3 phenylacetylene 
• 126866-20-4 1,1,5,5-Tetrakis(4-chlorophenyl)-1,4-pentadiene 
• 70671-95-3 1,1,6,6-Tetrakis(4-chlorophenyl)-1,5-hexadiene 

Relevant academic research and scientific papers

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

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

Formation of 1,2-Dioxanes by the Use of Tris(2,4-pentanedionato)manganese(III) or Manganese(III) Acetate

The reactions of 1,1-diphenylethene, 1,1-bis(4-chlorophenyl)ethene, 1,1-bis(4-methoxyphenyl)ethene, 1,1-bis(4-methylphenyl)ethene, 1,1-bis(4-fluorophenyl)ethene, styrene, 1-octene, cyclohexene, and cyclooctene with tris(2,4-pentanedionato)manganese(III) () in acetic acid at room temperature give 4-acetyl-3-methyl-1,2-dioxan-3-ol in 8-92percent yields, together with 3-acetyl-4-hydroxy-3-hexene-2,5-dione.The similar reactions of 1,1-diphenylethene with 2,4-pentanedione, 3-methyl-2,4-pentanedione, 3-ethyl-2,4-pentanedione, 1-phenyl-1,3-butanedione, acetoacetanilide, and 1,3-cyclohexanedione in the presence of manganese(III) acetate also give the corresponding cyclic peroxide in good to moderate yields.The mechanisms of manganese(III)-induced 1,2-dioxane ring formation and concomitant radical side reaction are discussed.

Manganese(III) or Cobalt(III)-Mediated Oxidative Radical Reactions of Terminal Dienes. One-Pot Synthesis of Bis(dihydrofuran)s

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.