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Rhodium(III)-Catalyzed C-H Olefination of Aromatic/Vinyl Acids with Unactivated Olefins at Room Temperature.
Organic Letters ( IF 5.2 ) Pub Date : 2020-06-16 , DOI: 10.1021/acs.orglett.0c01636
Subramanian Jambu 1 , Masilamani Jeganmohan 1
Affiliation  

A Rh(III)-catalyzed COOH-assisted C–H alkenylation of aromatic acids with unactivated alkenes at room temperature is described. Further, the highly challenging β-C–H olefination of acrylic acids with unactivated olefins was also demonstrated. In these reactions, ortho-alkenylated aromatic/vinylic acids were prepared in good to excellent yields. A possible reaction mechanism involving ortho C–H activation and a five-membered rhodacycle formation was proposed and supported by the deuterium-labeling studies and isolation of a key rhodacycle intermediate.

中文翻译:

铑(III)在室温下用未活化的烯烃催化芳族/乙烯基酸的CH烯烃化。

描述了在室温下用Rh(III)催化的COOH辅助芳香酸与未活化烯烃的CHH烯基化反应。此外,还证明了丙烯酸与未活化烯烃的极具挑战性的β-CHH烯化反应。在这些反应中,-alkenylated芳香族/乙烯基酸在良好制备以优异的产率。提出了一种可能的反应机理,涉及邻位C–H活化和五元rhodocycle的形成,并得到了氘标记研究和关键rhodocycle中间体的分离的支持。
更新日期:2020-07-02
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