Aerobic Photooxidative Synthesis of Secondary Aldimines from Benzylamines by Using Methylene Blue

Akifumi Okada; Hiroki Yuasa; Akitoshi Fujiya; Norihiro Tada; Tsuyoshi Miura; Akichika Itoh

doi:10.1055/s-0034-1379923

Synlett, Table of Contents

Synlett 2015; 26(12): 1705-1709
DOI: 10.1055/s-0034-1379923

letter

Aerobic Photooxidative Synthesis of Secondary Aldimines from Benzylamines by Using Methylene Blue

Akifumi Okada

^aGifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan Email: itoha@gifu-pu.ac.jp

,

Hiroki Yuasa

^aGifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan Email: itoha@gifu-pu.ac.jp

,

Akitoshi Fujiya

^aGifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan Email: itoha@gifu-pu.ac.jp

,

Norihiro Tada

^aGifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan Email: itoha@gifu-pu.ac.jp

,

Tsuyoshi Miura

^bTokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

,

Akichika Itoh*

^aGifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan Email: itoha@gifu-pu.ac.jp

› Author Affiliations

Abstract

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Abstract

We have developed a concise oxidative coupling of primary benzylamines to yield secondary aldimines catalyzed by methylene blue by using molecular oxygen as the oxidant in the presence of visible-light irradiation from fluorescent lamps.

Key words

aerobic - methylene blue - photooxidation - singlet oxygen - primary amine - imine

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References

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