117470-87-8Relevant academic research and scientific papers
Search of antimycobacterial activities in hybrid molecules with benzopyran skeleton
Tripathi, Rama P.,Bisht, Surendra Singh,Pandey, Vivek Parashar,Pandey, Sarvesh K.,Singh, Shubhra,Sinha, Sudhir Kumar,Chaturvedi, Vinita
experimental part, p. 1515 - 1522 (2012/06/15)
A series of hybrid molecules (7-9, 12, 13, and 14-18) consisting of chromans and pyrolidines or cyclic amines were prepared either by (3 + 2) cycloaddition of nitrostyrenes and azomethine ylide or by three component reactions of chromanyl aldehydes, acetylenes, and cyclic amines. All the synthesized compounds were evaluated against both avirulent (H37Ra) and virulent (H37Rv) strains of Mycobacterium tuberculosis. Out of all the compounds screened, compounds 16, 17, and 18 were found to be active against the virulent strain M. tubercolosis H37Rv displaying MIC in the range of 6.25-1.56 μg/ml against. Springer Science+Business Media, LLC 2010.
PhIO as a powerful cyclizing reagent: Regiospeciflc [3+2]-tandem oxidative cyclization of imine toward cofacially self-aggregated low molecular mass organic materials
Pandit, Palash,Chatteijee, Nirbhik,Halder, Samiran,Hota, Sandip K.,Patra, Amarendra,Maiti, Dilip K.
supporting information; experimental part, p. 2581 - 2584 (2009/07/25)
The powerful cyclization and tandem oxidation property of environmentally benign PhIO is developed for the first time, which leads to regiospecific [3+2]-tandem oxidative cyclization of imine at room temperature in rapid access to a new class of compounds
A novel synthesis of didehydroamino acid esters from azomethine ylides
Groundwater, Paul W.,Sharif, Toqir,Arany, Andrea,Hibbs, David E.,Hursthouse, Michael B.,Garnett, Ian,Nyerges, Miklos
, p. 2837 - 2846 (2007/10/03)
A novel synthesis of didehydroamino acid (DDAA) esters 5 is described, starting from aldimines 2. The mechanism for this reaction has been shown to involve the cycloaddition of an azomethine ylide 3 to an imine 2, followed by the base-catalysed ring-opening of the resulting imidazolidine intermediate 7. This novel method has also been extended to the synthesis of DDAA esters 5 catalysed by imines.
Acidities of Glycine Schiff Bases and Alkylation of Their Conjugate Bases
O'Donnell, Martin J.,Bennett, William D.,Bruder, Willian A.,Jacobsen, William N.,Knuth, Keith,et al.
, p. 8520 - 8525 (2007/10/02)
Equilibrium acidities in Me2SO are reported for six ketimines of the type Ph2C=NCH(R)CO2Et and five aldimines, ArCH=NCH(R)CO2Et.Changing R in the ketimine from H to Ph increased the pKa by 2.2 units.This surprising acidity decrease for Ph substitution points to a substantial increase in steric effect, as do the increases in pKa of 3.8 and 4.2 units observed for the replacement of hydrogen by Me and PhCH2, respectively.Phase-transfer alkylation of the Ph2C=NCH2CO2Et ketimine gave over 90 percent of monoalkylate whereas, under similar conditions, the aldimine 4-ClC6H4CH=NCH2CO2Et gave a mixture of mono- and dialkylate.The difference is that the pKa of the monoalkylated aldimine is essentially the same as that of the parent, which leads to rapid equilibration with the parent anion and consequent dialkylation.The rates of alkylation in Me2SO of these parent and monoalkylated anions did not differ greatly, showing that the relative pKHAs of the parent acid and its monoalkyl derivative, rather tham the relative rates of the mono- and dialkylation reactions, is the principal factor that determines the extent of the competition between monoalkylation and dialkylation.
