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- W2461569111 abstract "Abstract A new protocol of cascade synthesis for biologically active 2‐cyanoacrylamides ( 1 ) was developed. The reaction proceeds over a novel magnetically retrievable solid‐acid composite of iron oxide, poly(vinylpyrrolidone) and phosphotungstic acid (Fe 3 O 4 /PVP–PWA) in AcOH–H 2 O medium under reflux conditions. This transformation is facilitated through single‐site Brønsted acid catalyzed cascade reactions involving deacetalization and/or Knoevenagel condensation followed by selective monohydration of nitriles starting from acetals ( 5 ) and aldehydes ( 2 ) with malononitrile ( 3 ). A series of aldehydes, dimethyl and diethyl acetals, along with some heterocyclic aldehydes were successfully transformed to 2‐cyanoacrylamides with >95 % yields. TEM images confirmed the coating of the PVP over nanosized Fe 3 O 4 . Stereoselective monohydration of 2‐benzylidenemalononitriles ( 4 ) to E isomers was demonstrated by NOESY experiments. The catalyst could be efficiently recycled seven times on employment of both acetals and aldehydes as substrates, as a result of its magnetic nature." @default.
- W2461569111 created "2016-07-22" @default.
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- W2461569111 date "2016-07-13" @default.
- W2461569111 modified "2023-10-14" @default.
- W2461569111 title "Cascade Synthesis of 2-Cyanoacrylamides through Deacetalization and/or Knoevenagel Condensation followed by Selective Monohydration of Acetals and Aldehydes over Solid Acid Ferrites" @default.
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- W2461569111 doi "https://doi.org/10.1002/cctc.201600426" @default.
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