Dataset Information
Chemoselective Ru-Catalyzed Oxidative Lactamization vs Hydroamination of Alkynylamines: Insights from Experimental and Density Functional Theory Studies.
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ABSTRACT:
SUBMITTER: Alvarez-Constantino AM
PROVIDER: S-EPMC9872091 | biostudies-literature | 2023 Jan
REPOSITORIES: biostudies-literature
Publications
Chemoselective Ru-Catalyzed Oxidative Lactamization <i>vs</i> Hydroamination of Alkynylamines: Insights from Experimental and Density Functional Theory Studies.
The Journal of organic chemistry 20221229 2
The Ru-catalyzed intramolecular oxidative amidation (lactamization) of aromatic alkynylamines with 4-picoline <i>N</i>-oxide as an external oxidant has been developed. This chemoselective process is very efficient to achieve medium-sized ε- and ζ-lactams (seven- and eight-membered rings) but not for the formation of common δ-lactams (six-membered rings). DFT studies unveiled the capital role of the chain length between the amine and the alkyne functionalities: the longer the connector, the more ...[more]