Selective Aerobic Oxidation of Primary Alcohols to Aldehydes
Selective Aerobic Oxidation of Primary Alcohols to Aldehydes
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DOI：
10.1055/s-0036-1588155
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发表时间：
2017-03
期刊：
影响因子：
2
通讯作者：
M. Shibuya;Keisuke Furukawa;Yoshihiko Yamamoto
中科院分区：
文献类型：
--
作者：
M. Shibuya;Keisuke Furukawa;Yoshihiko Yamamoto
摘要本文报道了2-氮杂金刚烷-N-氧基（AZADO）和9-氮杂降金刚烷-N-氧基（nor-AZADO）催化伯醇选择氧化制相应醛的反应。使用亚硝酸叔丁酯作为助催化剂能够在MeCN而不是先前报道的AcOH中进行有效的有氧氧化;这对于反应的选择性是重要的。反应完成后加入饱和NaHCO 3水溶液可有效抑制后处理过程中产物过度氧化成相应的羧酸。
Abstract The 2-azaadamantane-N-oxyl (AZADO)- and 9-azanoradamantane-N-oxyl (nor-AZADO)-catalyzed selective oxidation of primary alcohols to the corresponding aldehydes is described. The use of tert-butyl nitrite as the co-catalyst enables efficient aerobic oxidation in MeCN instead of previously reported AcOH; this is important for the selectivity of the reaction. The addition of a solution of saturated aqueous NaHCO3 after the completion of the reaction was effective to suppress the overoxidation of the product to the corresponding carboxylic acid during the workup.