476358-95-9Relevant academic research and scientific papers
Reductive Knoevenagel Condensation with the Zn-AcOH System
Ivanov, Konstantin L.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.
, p. 1285 - 1291 (2020/11/13)
An efficient gram-scale one-pot approach to 2-substituted malonates and related structures is developed, starting from commercially available aldehydes and active methylene compounds. The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn-AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.
Palladium catalyzed direct benzylation/allylation of malonates with alcohols-: In situ C-O bond activation
Cao, Xueqin,Zhang, Yugen
supporting information, p. 2638 - 2641 (2016/05/24)
High step- and atom-economy are the endlessly pursued in organic and pharmaceutical syntheses. Herein, a new method for directly coupling benzyl/allyl alcohols with malonates via a palladium catalyzed Tsuji-Trost type reaction was developed. The reaction was carried out in an organic carbonate solvent which would activate alcohols in situ, replacing the traditional pre-synthesized carbonates. The new process demonstrated high efficiency, high selectivity and high generality. A wide variety of mono-substituted and bis-substituted malonates were selectively produced under different conditions, and this method represents a more step- and atom-economical and environmentally benign synthetic protocol.
A Facile one-pot benzylation of sodium enolates using trifluoromethanesulfonic anhydride and diphenyl sulfoxide
Takuwa, Tomofumi,Minowa, Tomofumi,Fujisawa, Hidehiko,Mukaiyama, Teruaki
, p. 476 - 480 (2007/10/03)
A facile one-pot C-benzylation of various sodium enolates derived from methyl malonate, β-ketoesters, a β-cyanoester, a β-cyanosulfone, ketones and a carboxylic ester is reported. Reaction of alkoxydiphenylsulfonium salts formed by treating various benzyl alcohols with diphenyl sulfide bis(trifluoromethanesulfonate) (derived from trifluoromethanesulfonic anhydride and diphenyl sulfoxide) proceeded smoothly, and the corresponding C-benzylated products were afforded in good to high yields.
A facile one-pot benzylation of sodium enolates using trifluoromethansulfonic anhydride and diphenyl sulfoxide
Takuwa, Tomofumi,Onishi, Jim Yoshitaka,Matsuo, Jun-Ichi,Mukaiyama, Teruaki
, p. 8 - 9 (2007/10/03)
A facile one-pot C-benzylation reaction proceeded smoothly and in good yields by treating various sodium enolates and benzyl alcohol with in situ generated alkoxy diphenyl sulfonium salt derived from trifluoromethansulfonic anhydride and diphenyl sulfoxide.
