Cu(OTf)2/NBS-Mediated Tandem Reaction of 1-Cinnamyl Alcohol-o-Carboranes via Ring Opening of Oxetane with Arenes: An Alternative Approach for the Synthesis of C-Alkenyl-o-Carboranes,The Journal of Organic Chemistry

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Cu(OTf)2/NBS-Mediated Tandem Reaction of 1-Cinnamyl Alcohol-o-Carboranes via Ring Opening of Oxetane with Arenes: An Alternative Approach for the Synthesis of C-Alkenyl-o-Carboranes
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-08-03 , DOI: 10.1021/acs.joc.2c01217
Cai-Yan Zhang ₁ , Ke Cao ₁ , Han-Bo Yang ₁ , Li-Fang Ding ₁ , Junxiao Yang ₁

Affiliation

The Cu(OTf)₂/NBS-mediated tandem reaction of 1-cinnamyl alcohol-o-carboranes for the synthesis of C-alkenyl-o-carboranes has been developed. Mechanism studies demonstrated that the Cu(OTf)₂-promoted ring opening of oxetane with electron-rich arenes as soft nucleophiles was involved and was the key step for the transformation. This work provided an alternative strategy for the synthesis of C-alkenyl-o-carboranes, which has an important reference for the synthesis of o-carborane derivatives with diversity.

中文翻译：

Cu(OTf)2/NBS 介导的 1-肉桂醇-邻碳硼烷的串联反应通过氧杂环丁烷与芳烃的开环反应：合成 C-烯基-邻碳硼烷的另一种方法

已经开发了 Cu(OTf) ₂ /NBS 介导的 1-肉桂醇-邻碳硼烷的串联反应，用于合成 C-烯基-邻碳硼烷。机理研究表明，Cu(OTf) ₂促进了以富电子芳烃为软亲核试剂的氧杂环丁烷开环，是转化的关键步骤。该工作为C-烯基邻碳硼烷的合成提供了一种替代策略，对合成具有多样性的邻碳硼烷衍生物具有重要参考价值。

更新日期：2022-08-03

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