Oxidation of Alcohols to Carbonyl Compounds with Diisopropyl Azodicarboxylate Catalyzed by Nitroxyl Radicals
Oxidation of Alcohols to Carbonyl Compounds with Diisopropyl Azodicarboxylate Catalyzed by Nitroxyl Radicals
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DOI：
10.1021/jo300088b
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发表时间：
2012-03-16
影响因子：
3.6
通讯作者：
Iwabuchi, Yoshiharu
中科院分区：
文献类型：
--
作者：
Hayashi, Masaki;Shibuya, Masatoshi;Iwabuchi, Yoshiharu
报道了偶氮二甲酸二异丙酯（DIAD）作为末端氧化剂在硝酰基自由基催化下氧化醇类的反应。各种伯醇和仲醇，包括脂肪醇、苄醇和烯丙醇，被有效地氧化成它们相应的醛和酮，而不会过度氧化成羧酸。1，2-二醇被氧化成羟基酮或二酮，这取决于所使用的DIAD的量。
A nitroxyl-radical-catalyzed oxidation of alcohols using diisopropyl azodicarboxylate (DIAD) as the terminal oxidant is reported. A variety of primary and secondary alcohols including aliphatic, benzylic, and allylic alcohols are efficiently oxidized to their corresponding aldehydes and ketones without overoxidation to carboxylic acid. 1,2-Diols are oxidized to hydroxyl ketones or diketones depending on the amount of DIAD used.