Yamazaki, Shoko published the artcileSynthesis of Piperidines via Intramolecular Hydride Transfer from ¦Á-Amino sp3 Carbon Atoms to Ethenetricarboxylate-Derived Fragments and Further Cyclization, Application In Synthesis of 140-28-3, the publication is ChemistrySelect (2018), 3(16), 4505-4511, database is CAplus.
The cyclization of amides derived from ethenetricarboxylic acid bearing tert-amino groups wsa examined The amides were efficiently converted to piperidine derivatives (2-piperidones) upon heating in a polar solvent (e. g., DMSO or DMF) via intramol. hydride transfer and subsequent ring closure. The reaction was less efficient in the presence of a Lewis acid. The reactivity varies depending on the alkyl substituents of tert-amino groups, probably due to steric effects. The hydride transfer/cyclization mechanism was investigated by DFT calculations The reaction of the carboxylic acid and relatively bulky diamines such as diisopropyl-substituted diamine in the presence of amide condensation reagents at 60 ¡ã gave the piperidine derivatives in a one-pot reaction. The reaction of the diisopropylamine substituted piperidine product with primary amines gave secondary amine-substituted piperidines.
ChemistrySelect published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C6H4ClN3S, Application In Synthesis of 140-28-3.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia