通过外导向模式实现掩蔽苄醇的催化邻位乙酰氧基化反应。
Catalytic Ortho-Acetoxylation of Masked Benzyl Alcohols via an Exo-Directing Mode.
作者信息
Ren Zhi, Schulz Jonathan E, Dong Guangbin
机构信息
†Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States.
‡Department of Chemistry and Biochemistry, Southwestern University, Georgetown, Texas 78626, United States.
出版信息
Org Lett. 2015 Jun 5;17(11):2696-9. doi: 10.1021/acs.orglett.5b01098. Epub 2015 May 12.
A Pd-catalyzed ortho-acetoxylation of masked benzyl alcohols to synthesize various 2-hydroxyalkylphenol derivatives is reported. The 2,6-dimethoxyl benzaldoxime proved to be an efficient exo-type directing group for arene (sp(2)) C-H functionalization. Two strategies were demonstrated to remove the directing group through N-O and C-O bond cleavages. A high catalyst turnover (>1000) was obtained to illustrate the practicality of this method.
报道了一种钯催化的掩蔽苄醇邻位乙酰氧基化反应，用于合成各种2-羟烷基苯酚衍生物。2,6-二甲氧基苯甲醛肟被证明是一种用于芳烃（sp(2)）C-H官能化的有效外式导向基团。展示了两种通过N-O和C-O键裂解去除导向基团的策略。获得了较高的催化剂周转率（>1000），以说明该方法的实用性。
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