648416-46-0Relevant academic research and scientific papers
Facile 1,3-diaza-Claisen rearrangements of tertiary allylic amines bearing an electron-deficient alkene
Aranha, Rachel M.,Bowser, Amy M.,Madalengoitia, Jose S.
supporting information; experimental part, p. 575 - 578 (2009/07/18)
(Chemical Equation Presented) Tertiary allylic amines with an electron-deficient alkene react with isocyanates and isothiocyanates to give highly substituted ureas and thioureas arising from formal 1,3-diaza-Claisen rearrangements. Isocyanates and isothiocyanates with strong electron-withdrawing groups are more reactive. Similarly, the data suggest that a stronger electron-withdrawing substituent on the alkene favors a faster reaction, but this may be offset by sterlcs in the cyclic transition state.
α-substituted 1-aryl-3-dimethylaminopropanone hydrochlorides: Potent cytotoxins towards human WiDr colon cancer cells
Pati, Hari Narayan,Das, Umashankar,Ramirez-Erosa, Irving Javier,Dunlop, Donna Mae,Hickie, Robert Allan,Dimmock, Jonathan Richard
, p. 511 - 515 (2008/02/09)
A series of 1-aryl-2-dimethylaminomethyl-2-propenone hydrochlorides 1 were prepared which possessed IC50 values of less than 10 μM when examined towards human WiDr colon cancer cells. The related 1-aryl-2- dimethylaminomethyl-3-hydroxypropanone
The Aldol Reaction under High-Intensity Ultrasound: A Novel Approach to an Old Reaction
Cravotto, Giancarlo,Demetri, Alberto,Nano, Gian Mario,Palmisano, Giovanni,Penoni, Andrea,Tagliapietra, Silvia
, p. 4438 - 4444 (2007/10/03)
We have employed high-intensity ultrasound (HIU) to reinvestigate the aldol reaction (AR) in water. A number of aldols that under usual conditions would undergo elimination were isolated in acceptable to good yields. Within 15-30 min, acetophenone reacted with non-enolizable aldehydes to afford the aldol exclusively, while under conventional conditions (stirring or heating under reflux) the same compounds either failed to react or gave, after several hours, the enone, often in complex product mixtures. A library of polyols was obtained starting from a series of acetophenones and excess formaldehyde. Benzaldehyde reacted with a series of 1,3-dicarbonyl compounds to afford the corresponding bis(benzylidene) adducts. The results proved to be highly reproducible because the relevant sonochemical parameters were rigorously controlled. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
