Full Regio- and Stereoselective Protocol for the Synthesis of New Nicotinoids via Cycloaddition Processes with the Participation of Trans-Substituted Nitroethenes: Comprehensive Experimental and MEDT Study

[3 + 2] Cycloaddition reactions with the participation of Z-C-(3-pyridyl)-N-methylnitrone and series of E-2-R-nitroethenes were both experimentally and theoretically explored in the framework of Molecular Electron Density Theory. It was found that all considered processes are realized under mild conditions and in full regio- and stereocontrol. The ELF analysis additionally showed that the studied reaction proceeds by a two-stage, one-step mechanism.

Automated summary

In this study, the [3+2] cycloaddition reactions involving Z-C-(3-pyridyl)-N-methylnitrone and series of E-2-R-nitroethenes were investigated both experimentally and theoretically using Molecular Electron Density Theory. The results demonstrate that these reactions proceed under mild conditions and exhibit complete regio- and stereocontrol. Additionally, the ELF analysis reveals a two-stage, one-step mechanism for the studied reaction.