Dehydrogenative Transformations of Imines Using a Heterogeneous Photocatalyst

被引：11

作者：

Adolph, Colby M. ^{[1
]}

Werth, Jacob ^{[1
]}

Selvaraj, Ramajeyam ^{[1
]}

Wegener, Evan C. ^{[1
]}

Uyeda, Christopher ^{[1
]}

机构：

[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 11期

关键词：

ALCOHOL DEHYDROGENATION; PHOTOREDOX CATALYSIS; HYDROGEN EVOLUTION; TIO2; OXIDATION; METHANOL; AMINES; WATER; MECHANISMS; BETA;

D O I：

10.1021/acs.joc.7b00617

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heterogeneous semiconductors are underexploited as photoredox catalysts, in organic synthesis relative to their homogeneous, molecular-counterparts. Here, we report the use of metal/TiO2 particles as catalysts for light-induced dehydrogenative imine transformations. The highly oxophilic nature of the TiO2 surface promotes the selective binding and dehydrogenation of alcohols in the presence of other oxidizable and Lewis basic functional groups. This feature enables the clean photogeneration of aldehyde equivalents that can be utilized in multicomponent couplings.

引用

收藏

页码：5959 / 5965

页数：7

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