89536-28-7Relevant academic research and scientific papers
Advanced Synthesis of Dihydrofurans: Effect of Formic Acid on the Mn(III)-Based Oxidation
Matsumoto, Risa,Nishino, Hiroshi
, p. 1807 - 1816 (2015/08/06)
The Mn(III)-based oxidation of a tertiary alkylamine, such as nitrilotris(ethane-2,1-diyl) tris(3-oxobutanoate) (1) with 1,1-diphenylethene (2a), effectively proceeded in an acetic acid-formic acid mixed solvent to give nitrilotris(ethane-2,1-diyl) tris(2-methyl-5,5-diphenyl-4,5-dihydrofuran-3-carboxylate) (3). Other typical Mn(III)-based reactions of various β-diketo esters 4a-e, 2,4-pentanedione (6a), malonic acid (6b), and diethyl malonate (6c) with 1,1-diarylthenes 2a-d were also investigated in a similar acetic acid-formic acid mixed solvent and the reaction rate was accelerated and the product yield increased.
Ultrasound Effects on the Mn(III) - Promoted Addition of Amidoalkyl Radicals to Olefins
Bosman, Cesare,D'Annibale, Andrea,Resta, Stefano,Trogolo, Corrado
, p. 13847 - 13856 (2007/10/02)
Amidoalkyl radicals, generated from amides by Mn(OAc)3 in acetic acid react with phenyl substituted alkenes to generate five-membered lactones or lactams.Ultrasound at ambient temperature significantly accelerates these single electron transfer reactions
Reaction of Olefins with Malonic Acid Derivatives in the Presence of Manganese(III) Acetate
Fujimoto, Noriyuki,Nishino, Hiroshi,Kurosawa, Kazu
, p. 3161 - 3168 (2007/10/02)
The reaction of methylmalonic acid with mono- and disubstituted olefins in the presence of manganese(III) acetate yielded 2-carboxy-2-methyl-4-butanolides in moderate to good yields.The reactions of bromomalonic acid and chloromalonic acid with a variety
Syntheses of 1,5-Bisphenyl-1,5-bis(p-chlorophenyl)- and 1,1,5,5-Tetraphenyl-pentane-3-carboxylic Acids, Esters and Other Derivatives
Chauhan, Sudha,Bhat, Balkrishen,Bhaduri, A. P.
, p. 820 - 822 (2007/10/02)
Convinient syntheses of 1,5-bisphenyl-1,5-bis(p-chlorophenyl)- and 1,1,5,5-tetraphenyl-pentane-3-carboxylic acids, esters, alcohols and the corresponding aldehydes are described.
Reaction of Olefins with Malonamide in the Presence of Manganese(III) Acetate. Formation of α,β-Unsaturated γ-Lactones and γ-Lactams
Nishino, Hiroshi
, p. 217 - 222 (2007/10/02)
The reaction of olefins with malonamide in the presence of manganese(III) acetate gave 2-buten-4-olides and/or 1H-pyrrol-2(5H)-ones in one-step, short reaction time and moderate yields.The product distribution can be accounted for in terms of the stabilization of the intermediate carbocation in the oxidation process.The synthetic application and limitation, and the oxidation mechanism for the formations of α,β-unsaturated γ-lactones and γ-lactams are discussed.
Manganese(III)-Mediated Spirodilactonization
Fristad, William E.,Hershberger, Susan S.
, p. 1026 - 1031 (2007/10/02)
Manganese(III) oxidation of malonic acid in the presence of alkenes results in the formation of spiro-fused lactones, 2,7-dioxaspirononane-1,6-diones.Terminal alkenes produce a mixture of the three possible diastereomers.The stereochemistry of the diastereomeric spirodilactones was determined by NMR and corroborated by the intensity of the coupled IR carbonyl stretching frequencies. 1,1,6,6-Tetrasubstituted 1,5-hexadienes give in one step tricyclic dilactones.Mechanistic and synthetic aspects of this reaction are discussed.
The Reaction of Olefins with Malonic Acid in the Presence of Manganese(III) Acetate
Ito, Nobuyuki,Nishino, Hiroshi,Kurosawa, Kazu
, p. 3527 - 3528 (2007/10/02)
The reaction of 1,1-diphenylethene with malonic acid in the presence of manganese(III) acetate gave 3,3,8,8-tetraphenyl-2,7-dioxaspirononane-1,6-dione and 4,4-diphenyl-2-(2,2-diphenylethenyl)-4-butanolide.Similar reactions with 1,1-bis(4-methoxyphenyl)ethene, methylenecyclohexane, 2-phenylpropene, 1-octene, and cyclohexene yielded the corresponding 2,7-dioxaspirononane-1,6-diones.
