Advanced Synthesis of Dihydrofurans: Effect of Formic Acid on the Mn(III)-Based Oxidation

作者：Matsumoto Risa; Nishino Hiroshi^*

来源：Synthetic Communications, 2015, 45(15): 1807-1816.

DOI：10.1080/00397911.2015.1049618

• Alkylamine
• 4
• 5-dihydrofurans
• formic acid
• manganese(III) acetate
• oxidation

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 -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.

• 出版日期2015