336195-87-0Relevant academic research and scientific papers
Sequential Knoevenagel reaction/Mislow-Evans rearrangement catalyzed by heterogeneous amine grafted on silica in water, leading to γ-hydroxy- α,β-unsaturated nitrile
Hagiwara, Hisahiro,Isobe, Kohei,Numamae, Ayuko,Hoshi, Takashi,Suzuki, Toshio
, p. 1601 - 1603 (2006)
γ-Hydroxy-α,β-unsaturated nitrile was obtained by the reaction of α-arylsulfinylacetonitrile with aldehyde in water, which was catalyzed by N,N-diethylaminopropylated silica gel. The overall transformation proceeded via five sequential reactions, 1,2-addi
Claisen-johnson orthoester rearrangement of γ-hydroxy α,β-unsaturated ketones and nitriles
Giardina, Alessandra,Marcantoni, Enrico,Mecozzi, Tiziana,Petrini, Marino
, p. 713 - 718 (2007/10/03)
Unsaturated γ-hydroxy ketones 3 and γ-hydroxy nitriles 7 are readily converted into 4-oxo esters 4 and 3-cyano esters 8 by means of a Claisen-Johnson orthoester rearrangement, using triethyl orthoacetate in xylene at reflux. The obtained ester derivatives can be selectively reduced at the carbonyl and cyano groups to afford the corresponding lactones 5 and pyrrolidinones 14.
