4.7 Article

Visible Light-Promoted Selenylation/Cyclization of Enaminones toward the Formation of 3-Selanyl-4H-Chromen-4-Ones

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 6, Pages 1656-1661

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001474

Keywords

2-hydroxyphenyl enaminones; selenylation; 3-selanyl-4H-chromen-4-ones; selanyl-functionalized pyrimidines; visible-light-promoted

Funding

  1. National Natural Science Foundation of China [21861015]
  2. Guangxi Science and Technology Base and Talents Program [AD18281035, AD18281028]
  3. Guangxi Key Laboratory of Agricultural Resources Chemistry and Biotechnology [2019KF07]
  4. Cultivation Plan of Thousands of Young and Middle-aged Backbone Teachers in Guangxi Colleges and Universities

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A simple and efficient visible-light-promoted method has been developed for the synthesis of 3-selanyl-4H-chromen-4-ones, without the need for transition metal catalysts or additional oxidants. Additionally, the resulting products can be easily converted to selanyl-functionalized pyrimidines through reaction with benzamidine substrates.
A simple and efficient visible-light-promoted selenylation/cyclization of enaminones have been realized for the practical synthesis of 3-selanyl-4H-chromen-4-ones. This reaction is performed in the mild conditions, no transition metal catalyst or photocatalysts and no additional oxidants are required. In addition, the 3-selanyl-4H-chromen-4-ones could be easily converted to selanyl-functionalized pyrimidines by reacting with benzamidine substrates.

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