A novel and efficient method for the synthesis of N,N-dialkylaminoisopropyl- and O-alkylisopropyl-2-(1-alkyl-2-oxopropylidene)phosphonohydrazido oximes (4) using activated silica as dehydrating agent has been developed. The reaction involves the condensation of substituted diacetyl monoxime and N,N-dialkylaminoisopropyl-phosphono hydrazide or O-alkylisopropylphosphono hydrazides and gave the co...

α,β-Unsaturated carboxylic acids undergo Rh(III)-catalyzed decarboxylative coupling with α,β-unsaturated O-pivaloyl oximes to provide substituted pyridines in good yield. The carboxylic acid, which is removed by decarboxylation, serves as a traceless activating group, giving 5-substituted pyridines with very high levels of regioselectivity. Mechanistic studies rule out a picolinic acid intermed...

We report the O-alkylation of oximes with Michael acceptors using Cs2CO3 as catalyst. The transformation proceeds stereospecifically retention oxime configuration. Irradiation visible light in presence diphenyl anthracene and cerium complexes affects E to Z configuration ratio ether products, but a complete stereocontrol was not achieved. operationally simple protocol allows synthesis various O...

Molecules containing carbon–nitrogen double bonds are prevalent in both chemical and biological contexts. The foundations for our current understanding of carbon–nitrogen double-bond formation and hydrolysis were laid by seminal work on hydrazone hydrolysis and formation, and by contributions from mechanistic studies on enzymes that utilize pyridoxal phosphate. In particular, the meticulous kin...