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铜催化的丙烯酰胺的氧化苄基芳基化反应通过苄基 C-H 键功能化用于合成吲哚酮。

Copper-catalyzed oxidative benzylarylation of acrylamides by benzylic C-H bond functionalization for the synthesis of oxindoles.

机构信息

Department of Chemistry, School of Science and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049 (P.R. China).

出版信息

Chemistry. 2013 Sep 23;19(39):12970-3. doi: 10.1002/chem.201302139. Epub 2013 Sep 3.

Abstract

Radically changing benzyls: An efficient method for the benzylarylation of activated alkenes has been developed through a copper-catalyzed tandem radical addition/cyclization strategy (see scheme). This oxidative coupling between acrylamides and benzylic hydrocarbons provides access to diverse alkyl-substituted oxindoles in good to excellent yields. A variety of functional groups were tolerated in this transformation (TBPB = tert-butylperoxy benzoate).

摘要

自由基诱导的苄基化反应

通过铜催化的串联自由基加成/环化策略,开发了一种高效的烯丙基芳烃苄基化方法(见方案)。该方法实现了丙烯酰胺和苄基型烃之间的氧化偶联,以良好至优秀的收率得到了多种烷基取代的色酮。该转化可耐受多种官能团(TBPB = 过氧化苯甲酸叔丁酯)。

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