Oxidation of α, β-Unsaturated Ketones by Organophotocatalysis Using Rhodamine 6G under Visible Light Irradiation: Insight into the Reaction Mechanism

被引：1

作者：

Yoshioka, Eito ^{[1
]}

Takahashi, Hiroki ^{[1
]}

Wanibe, Hikari ^{[1
]}

Hontani, Yukina ^{[1
]}

Hatsuse, Kouki ^{[1
]}

Shimizu, Remi ^{[1
]}

Kawashima, Akira ^{[1
]}

Kohtani, Shigeru ^{[1
]}

Miyabe, Hideto ^{[1
]}

机构：

[1] Hyogo Univ Hlth Sci, Sch Pharm, Chuo Ku, Kobe, Hyogo 6508530, Japan

来源：

SYNTHESIS-STUTTGART | 2022年 / 54卷 / 03期

基金：

日本学术振兴会;

关键词：

photocatalysis; oxidation; radicals; organocatalysts; ketones; PHOTOINDUCED ELECTRON-TRANSFER; CERIUM(IV) AMMONIUM-NITRATE; MANGANESE(III) ACETATE; SYNTHETIC APPLICATIONS; PHOTOREDOX CATALYSIS; CYCLIZATION;

D O I：

10.1055/a-1652-3370

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The oxidative transformation of alpha,beta-unsaturated ketones was investigated under visible-light-induced photocatalytic conditions using rhodamine 6G as an organophotocatalyst. In this organocatalysis, the mild co-oxidant bromotrichloromethane (BrCCl3) acts not only as a quencher toward the activated photocatalyst species, having reductant properties, but also as a brominating reagent for the intermediate radicals. This study shows that bromine atom transfer from BrCCl3 to intermediate radicals is a key step in the reaction mechanism of our oxidation method.

引用

页码：697 / 704

页数：8

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