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利用二氧化碳实现钴和镍催化的烯基及空间位阻芳基三氟甲磺酸酯的羧基化反应

Cobalt- and Nickel-Catalyzed Carboxylation of Alkenyl and Sterically Hindered Aryl Triflates Utilizing CO2.

作者信息

Nogi Keisuke, Fujihara Tetsuaki, Terao Jun, Tsuji Yasushi

机构信息

Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University , Nishikyo-ku, Kyoto 615-8510, Japan.

出版信息

J Org Chem. 2015 Nov 20;80(22):11618-23. doi: 10.1021/acs.joc.5b02307. Epub 2015 Nov 11.

Abstract

A highly efficient cobalt-catalyzed reductive carboxylation reaction of alkenyl trifluoromethanesulfonates (triflates) has been developed. By employing Mn powder as a reducing reagent under 1 atm pressure of CO2 at room temperature, diverse alkenyl triflates can be converted to the corresponding α,β-unsaturated carboxylic acids. Moreover, the carboxylation of sterically hindered aryl triflates proceeds smoothly in the presence of a nickel or cobalt catalyst.

摘要

已开发出一种高效的钴催化烯基三氟甲磺酸酯(三氟甲磺酸酯)的还原羧基化反应。通过在室温下于1个大气压的二氧化碳压力下使用锰粉作为还原剂,各种烯基三氟甲磺酸酯可转化为相应的α,β-不饱和羧酸。此外,在镍或钴催化剂存在下,空间位阻较大的芳基三氟甲磺酸酯的羧基化反应顺利进行。

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