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PIFA-Mediated Dearomatizative Spirocyclization of Phenolic Biarylic Ketones via Oxidation and C-C Bond Cleavage.
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-06-24 , DOI: 10.1021/acs.joc.0c00971 Gui-Hua Zhao 1 , Bi-Qing Li 1 , Shuang-Shuang Wang 1 , Man Liu 1 , Yuan Chen 1 , Bin Wang 1
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-06-24 , DOI: 10.1021/acs.joc.0c00971 Gui-Hua Zhao 1 , Bi-Qing Li 1 , Shuang-Shuang Wang 1 , Man Liu 1 , Yuan Chen 1 , Bin Wang 1
Affiliation
The dearomatizing spirocyclization of phenolic biarylic ketones using PhI(OCOCF3)2 as oxidant is presented. The reaction affords various cyclohexadienones through C–C bond cleavage under mild conditions. Mechanistic investigations reveal that an exocyclic enol ether acts as the key intermediate in the transformation.
中文翻译:
PIFA介导的氧化和CC键裂解对苯酚二芳基酮进行脱芳香化螺旋环化。
提出了以PhI(OCOCF 3)2为氧化剂的酚二芳基酮的脱芳香环化。该反应在温和条件下通过C–C键裂解提供各种环己二酮。机理研究表明,环外烯醇醚是转化的关键中间体。
更新日期:2020-07-17
中文翻译:
PIFA介导的氧化和CC键裂解对苯酚二芳基酮进行脱芳香化螺旋环化。
提出了以PhI(OCOCF 3)2为氧化剂的酚二芳基酮的脱芳香环化。该反应在温和条件下通过C–C键裂解提供各种环己二酮。机理研究表明,环外烯醇醚是转化的关键中间体。