通过 N-O 键形成，从醇和胺出发，对,,,三取代羟胺进行导向多元化合成。
Diversity-Oriented Synthesis of ,,Trisubstituted Hydroxylamines from Alcohols and Amines by N-O Bond Formation.
机构信息
Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, Georgia 30602, United States.
Department of Chemistry, University of Georgia, 140 Cedar Street, Athens, Georgia 30602, United States.
出版信息
J Am Chem Soc. 2020 Sep 2;142(35):14820-14825. doi: 10.1021/jacs.0c05991. Epub 2020 Aug 24.
PMID:32803971
Abstract
Magnesium dialkylamides react with alcohol-derived 2-methyl-2-tetrahydropyranyl alkyl peroxides (MTHPs) in tetrahydrofuran at 0 °C to give ,,-trisubstituted hydroxylamines suitable for medicinal chemistry purposes in good to excellent yields. A wide range of secondary alkyl and aryl amines and primary and secondary alcohol-derived MTHPs are compatible with the described reaction which, coupled with the enormous diversity of commercially available alcohols and secondary amines, suggests broad applicability of the reaction in fragment-based library design.
摘要
镁二烷基酰胺在四氢呋喃中于 0°C 下与醇衍生的 2-甲基-2-四氢吡喃基烷基过氧化物（MTHPs）反应，以高至优异的产率得到适合药物化学用途的，，-三取代羟胺。广泛的仲烷基和芳基胺以及伯和仲醇衍生的 MTHPs 与所描述的反应相容，再加上商业可得的醇和仲胺的巨大多样性，表明该反应在片段库设计中具有广泛的适用性。
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