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通过氧化曙红光氧化还原催化合成 2,4,6-三取代吡啶。

Synthesis of 2,4,6-Trisubstituted Pyridines by Oxidative Eosin Y Photoredox Catalysis.

机构信息

Garware Research Centre, Department of Chemistry, Savitribai Phule Pune University (formerly University of Pune) , Pune 411007, India.

Institute fuer Organische Chemie, Universitaet Regensburg , Universitatstrasse 31, 93053 Regensburg, Germany.

出版信息

J Org Chem. 2016 Aug 19;81(16):7121-6. doi: 10.1021/acs.joc.6b00979. Epub 2016 Jul 11.

DOI:10.1021/acs.joc.6b00979
PMID:27362746
Abstract

Eosin Y, an organic dye, was activated as a photoredox catalyst in the presence of molecular oxygen using visible light and, when it was used in the reaction of aryl ketones and benzyl amines, afforded good yields (52-87%) of 2,4,6-triarylpyridines (21 examples) at ambient temperature. The aryl groups at the 2- and 6-positions are derived from ketones, while benzyl amine plays the dual role of providing an aryl functionality at the 4-position of pyridine as well as being a nitrogen donor.

摘要

曙红 Y,一种有机染料,在有氧分子存在的情况下,可见光的照射下被激活为光氧化还原催化剂,当它用于芳基酮和苄胺的反应时,在环境温度下得到了 2,4,6-三芳基吡啶的高产率(52-87%)(21 个实例)。2-和 6-位的芳基基团来自酮,而苄胺则起到了双重作用,既为吡啶的 4-位提供了芳基功能团,又作为氮供体。

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