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催化学报  2014 

铜催化异噁唑还原开环清洁高效合成1-氨基-2-乙酰基蒽醌

DOI: 10.1016/S1872-2067(12)60743-8, PP. 319-323

Keywords: 铜催化剂,还原开环,1-氨基-2-乙酰基蒽醌,3-甲基蒽醌-[1,2-c]-异噁唑,清洁合成

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Abstract:

?以水为反应介质,水合肼为还原剂,研究了痕量铜催化3-甲基蒽醌-[1,2-c]-异噁唑还原开环反应以清洁高效合成1-氨基-2-乙酰基蒽醌,考察了不同种类过渡金属硝酸盐的催化性能,发现Cu(NO3)2性能最好.加入2.6%的催化剂和1.3倍的水合肼,在室温反应2h,底物转化率和目标产物选择性分别可达到97.2%和95%,TON达到38.产品结构经氢核磁谱和质谱得以确证,主要副产为羟基取代的1-氨基-2-乙酰基蒽醌.此外,提出了铜催化3-甲基蒽醌-[1,2-c]-异噁唑还原开环反应合成1-氨基-2-乙酰基蒽醌的可能反应机理.

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