Heteroaromatic aldehydes have recently received a lot of attention as a scaffold for aminocatalytic functionalization as they allow for the construction of remote stereocenters and highly complex heterocyclic compounds. In this paper, we employ computational methods (M06-2X/cc-pVTZ//M06-2X/6-31 + G(d,p) and MP2/cc-pVTZ//M06-2X/6-31 + G(d,p)) to examine the abilities of secondary amines to activate several model heteroaromatic aldehydes by promoting loss of aromaticity and formation of the reactive trienamine intermediate. The hyperhomodesmotic equations used to assess the energy penalty for dearomatization show that the formation of the iminium ion decreases the energy cost for dearomatization, especially when X = O and S.
View Article and Find Full Text PDFN-Methyl-d-aspartate (NMDA) receptors are fundamental for the normal function of the central nervous system (CNS), and play an important role in memory and learning. Over-activation of these receptors leads to neuronal loss associated with major neurological disorders such as Parkinson's disease, Alzheimer's disease, schizophrenia, and epilepsy. In this study, 22 novel enantiopure bicyclic lactams were designed, synthesized, and evaluated as NMDA receptor antagonists.
View Article and Find Full Text PDFAziridination and unpredicted homologation reaction of N-sulfonylimines were achieved easily with a very simple, rapid and mild procedure through the use of diazomethane without the presence of any catalyst. The method represents an attractive alternative to metal-catalyzed processes.
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