92195-94-3Relevant academic research and scientific papers
Free-radical hydroxymethylation of ketimines generated in situ: A one-pot multicomponent synthesis of β,β-disubstituted-β-aminoalcohols
Rossi, Bianca,Pastori, Nadia,Clerici, Angelo,Punta, Carlo
, p. 10151 - 10156,6 (2020/09/02)
We report how an acidic TiCl4-Zn/t-BuOOH system is able to promote the one-pot multicomponent synthesis of β,β-disubstituted- β-aminoalcohols via nucleophilic addition of a hydroxymethyl radical to activated ketimines generated in situ in methanol solvent. While ketimines are generally recognized as less reactive and less stable when compared with aldimines, Ti(IV) plays a key role in facilitating their formation and in enhancing their electrophilic character. As a consequence, the reaction occurs at room temperature and under non-anhydrous conditions in just 1 h, without requiring either the preformation of the ketimine or protection of the amino group. The scope of the reaction is widely explored and a possible mechanism is discussed.
Dual Bronsted acid/nucleophilic activation of carbonylimidazole derivatives
Heller, Stephen T.,Fu, Tingting,Sarpong, Richmond
, p. 1970 - 1973 (2012/06/01)
Carbonylimidazole derivatives have been found to be highly active acylation reagents for esterification and amidation in the presence of pyridinium salts. These reactions are thought to involve both Bronsted acid and nucleophilic catalysis. This mode of activation has been applied to the synthesis of difficult to access oxazolidinones, as well as esters and amides. Finally, the use of pyridinium salts has been shown to accelerate the esterification of carboxylic acids with imidazole carbamates.
Studies on organophosphorus compounds: The synthesis of [1,3,2]-diazaphospholes and [1,3,2]-oxaazaphospholes
Omran,Moustafa
, p. 2519 - 2528 (2007/10/03)
A number of spiro[cyclopentane (cyclohexane, and cycloheptane)-1,4′- perhydro-[1,3,2]diazaphosphole] derivatives (3a-c, 5a-c, 11a-c, and 12a-c) and spiro-[cyclopentane (cyclohexane, and cycloheptane)-1,4′-perhydro[1,3,2] oxaazaphos-phole] derivatives (7a-
