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

松本, 梨沙  ,  西野, 宏  ,  マツモト, リサ  ,  ニシノ, ヒロシ  ,  Matsumoto, Risa  ,  Nishino, Hiroshi

45 ( 15 )  , pp.1807 - 1816 , 2015-05-30 , Taylor & Francis Group
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 it was recognized that the reaction rate was accelerated and the product yield increased.

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