The Facile Synthesis of Dihydrofurans by the Oxidation of Olefins with Tris(2,4-pentanedionato)manganese(III)
作者:Hiroshi Nishino
DOI:10.1246/bcsj.58.1922
日期:1985.7
Eleven olefins were oxidized with tris(2,4-pentanedionato)manganese(III) at the reflux temperature to give the corresponding 3-acetyl-2-methyl-4,5-dihydrofurans in good yields. The oxidation of 9-benzylidene-9,10-dihydroanthracene under the same reaction conditions did not produce the corresponding dihydrofuran, but 9-[α-(1-acetyl-2-hydroxy-1-propenyl)benzylidene]-9,10-dihydroanthracene. When 1,1-diphenylethene
在回流温度下用三(2,4-戊二酮)锰(III)氧化十一种烯烃,以良好的产率得到相应的3-乙酰基-2-甲基-4,5-二氢呋喃。9-苯亚甲基-9,10-二氢蒽在相同反应条件下氧化不产生相应的二氢呋喃,而是9-[α-(1-乙酰-2-羟基-1-丙烯基)苯亚甲基]-9,10-二氢蒽。当1,1-二苯基乙烯在室温下被氧化时,3-乙酰基-2-氢过氧-2-甲基-5,5-二苯基四氢呋喃以高产率获得。溶剂和添加剂对二氢呋喃收率的影响,其他(2,4-戊二酮)金属配合物的可比反应性,如 Co(III)、Cr(III)、Fe(III) 和 Cu(II) ),并讨论了反应机理。