1026774-25-3Relevant academic research and scientific papers
Hammett correlation of nornicotine analogues in the aqueous aldol reaction: Implications for green organocatalysis
Rogers, Claude J.,Dickerson, Tobin J.,Brogan, Andrew P.,Janda, Kim D.
, p. 3705 - 3708 (2005)
(Chemical Equation Presented) A series of meta- and para-substituted 2-arylpyrrolidines were synthesized and examined for their ability to catalyze an aqueous aldol reaction under buffered conditions. Kinetic analysis of arylpyrrolidine-catalyzed reactions displayed a linear Hammett correlation with ρ = 1.14 (R2 = 0.996), indicating that the reaction is accelerated by electron-withdrawing aryl rings. These results show promise for the development of a synthetically viable aqueous organocatalyst.
Reactivity of N-(ω-haloalkyl)-β-lactams with regard to lithium aluminium hydride: Novel synthesis of 1-(1-aryl-3-hydroxypropyl)aziridines and 3-aryl-3-(N-propylamino)propan-1-ols
D'Hooghe, Matthias,Dekeukeleire, Stijn,De Kimpe, Norbert
experimental part, p. 1190 - 1196 (2008/10/09)
The reactivity of 4-aryl-1-(2-chloroethyl)azetidin-2-ones and 4-aryl-1-(3-bromopropyl)azetidin-2-ones with regard to lithium aluminium hydride has been evaluated for the first time. 4-Aryl-1-(2-chloroethyl)azetidin-2-ones were transformed into novel 1-(1-
Optimization of the indenone ring of indenoisoquinoline topoisomerase I inhibitors
Morrell, Andrew,Placzek, Michael,Parmley, Seth,Grella, Brian,Antony, Smitha,Pommier, Yves,Cushman, Mark
, p. 4388 - 4404 (2008/02/13)
Two series of indenoisoquinoline topoisomerase I inhibitors have been prepared to investigate optimal substituents on the indenone ring at the 9-position. The more exhaustive series was prepared using a nitrated isoquinoline ring that has been previously demonstrated to enhance biological activity. After preliminary biological evaluation, a more focused series of inhibitors was prepared utilizing a 2,3-dimethoxy-substituted isoquinoline ring. The results of the two series indicate the existence of superior functional groups such as methoxy, fluorine, and cyano for the indenoisoquinoline 9-position. Interestingly, these functional groups coincide with established structure-activity relationships for the 11-position of camptothecin.
