5854-22-8Relevant 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.
Dependence of Aryl Ether Acylation upon Lewis Acid Stoichiometry
Buckley, Thomas F.,Rapoport, Henry
, p. 3056 - 3062 (2007/10/02)
Acylation of alkyl aryl ethers has been observed to be uniquely dependent on the stoichiometry of the Friedel-Crafts catalyst.With 100 molpercent catalyst, acylation proceeds rapidly and in high yield; with large molar excesses of catalyst, the reaction is essentially completely arrested.This inhibition can be reversed by using sterically bulky alkyl groups which effectively prevent complexing between catalyst and aryl ether.Based on these observations, we have developed processes for regioselective intramolecular acylation of either a phenyl or an alkoxylated phenyl ring when both are present.
NEW SYNTHESIS OF ISOQUINOLINE ALKALOIDS, THALIFOLINE, CORYPALLINE, AND CHERYLLINE
Irie, Hiroshi,Shiina, Ayako,Fushimi, Tamaki,Katakawa, Jun'ichi,Fujii, Nobutaka,Yajima, Haruaki
, p. 875 - 878 (2007/10/02)
Isoquinoline alkaloids, thalifoline, corypalline, and cherylline, were synthesised by application of the cyclisation reaction of β-phenyl-ethyl isocyanate to N-methylisoquinoline lactam with Magic Methyl and the regioselective cleavage reaction of aromatic methoxyl groups with methionine and methanesulphanic acid.
