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Chemoselective and metal-free reduction of α,β-unsaturated ketones by: In situ produced benzeneselenol from O -(tert -butyl) Se-phenyl selenocarbonate

Authors :
Andrea Temperini
Marco Ballarotto
Carlo Siciliano
Publication Year :
2020

Abstract

The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol. This mild, metal-free and experimentally simple reduction procedure displays considerable functional-group compatibility, products are obtained in good to excellent yields, and the use of toxic Se/CO mixture and NaSeH, or the smelly and air-sensitive benzeneselenol, is avoided.

Details

Language :
English
Database :
OpenAIRE
Accession number :
edsair.doi.dedup.....c1d8a6be016328f00c5f95040d73be40