2014
DOI: 10.5935/0103-5053.20140104
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Glycerol/Hypophosphorous Acid and PhSeSePh: An Efficient and Selective System for Reactions in the Carbon-Carbon Double Bond of (E)-Chalcones

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“…It is well known that WR is an efficient chemoselective reduction agent for diketones [ 16 ], α,β-unsaturated thioazo and selenoazolidinones [ 6 ]. Based on the literature research and our findings, a possible mechanism for the selective reduction of N -substituted- N -phenylamidoacetophenones 4 – 6 is broadly similar to that of NaSeH and LiSeH as selective reducing agents of α,β-unsaturated carbonyl compounds [ 13 ] and of PhSe-SePh as a reducing agent for electron deficient olefins [ 25 ], and it is probable that the reduction proceed through a Micheal reaction [ 26 , 27 , 28 ].…”
Section: Resultsmentioning
confidence: 87%
“…It is well known that WR is an efficient chemoselective reduction agent for diketones [ 16 ], α,β-unsaturated thioazo and selenoazolidinones [ 6 ]. Based on the literature research and our findings, a possible mechanism for the selective reduction of N -substituted- N -phenylamidoacetophenones 4 – 6 is broadly similar to that of NaSeH and LiSeH as selective reducing agents of α,β-unsaturated carbonyl compounds [ 13 ] and of PhSe-SePh as a reducing agent for electron deficient olefins [ 25 ], and it is probable that the reduction proceed through a Micheal reaction [ 26 , 27 , 28 ].…”
Section: Resultsmentioning
confidence: 87%