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流动相中通过过氧钨酸盐光催化实现的选择性 C(sp )-H 有氧氧化。

Selective C(sp )-H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow.

机构信息

Department of Chemical Engineering and Chemistry, Micro Flow Chemistry and Process Technology, Eindhoven University of Technology, Den Dolech 2, 5612, AZ, Eindhoven, The Netherlands.

Discovery Chemistry and Technologies, AbbVie Inc., 1 North Waukegan Road, North Chicago, Illinois, 60064, USA.

出版信息

Angew Chem Int Ed Engl. 2018 Apr 3;57(15):4078-4082. doi: 10.1002/anie.201800818. Epub 2018 Mar 12.

Abstract

A mild and selective C(sp )-H aerobic oxidation enabled by decatungstate photocatalysis has been developed. The reaction can be significantly improved in a microflow reactor enabling the safe use of oxygen and enhanced irradiation of the reaction mixture. Our method allows for the oxidation of both activated and unactivated C-H bonds (30 examples). The ability to selectively oxidize natural scaffolds, such as (-)-ambroxide, pregnenolone acetate, (+)-sclareolide, and artemisinin, exemplifies the utility of this new method.

摘要

通过过氧钨酸盐光催化实现了温和且选择性的 C(sp )-H 需氧氧化。在微流反应器中,该反应可以得到显著改善,从而能够安全地使用氧气并增强反应混合物的辐照。我们的方法可以实现活化和未活化的 C-H 键的氧化(30 个实例)。该方法的新用途的一个例子是能够选择性地氧化天然支架,如(-)- Ambroxide、孕烯醇酮醋酸酯、(+)-青蒿素和青蒿素。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6883/5900731/d8a0f21ec776/ANIE-57-4078-g001.jpg

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