{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Alvarez-Constantino AM"],"funding":["Xunta de Galicia","Ministerio de Ciencia e Innovaci?n","European Regional Development Fund"],"pagination":["1185-1193"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9872091"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["88(2)"],"pubmed_abstract":["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 favored the lactamization process <i>vs</i> hydroamination."],"journal":["The Journal of organic chemistry"],"pubmed_title":["Chemoselective Ru-Catalyzed Oxidative Lactamization <i>vs</i> Hydroamination of Alkynylamines: Insights from Experimental and Density Functional Theory Studies."],"pmcid":["PMC9872091"],"funding_grant_id":["ED431G 2019/03","RED2018-102387-T","PID2020-118048GB-I00","ED431C 2022/27","PID2020-116861GB-I00"],"pubmed_authors":["Ujaque G","Alvarez-Perez A","Varela JA","Saa C","Alvarez-Constantino AM","Sciortino G"],"additional_accession":[]},"is_claimable":false,"name":"Chemoselective Ru-Catalyzed Oxidative Lactamization <i>vs</i> Hydroamination of Alkynylamines: Insights from Experimental and Density Functional Theory Studies.","description":"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 favored the lactamization process <i>vs</i> hydroamination.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Jan","modification":"2025-04-19T14:30:51.098Z","creation":"2025-04-19T14:30:51.098Z"},"accession":"S-EPMC9872091","cross_references":{"pubmed":["36579612"],"doi":["10.1021/acs.joc.2c02770"]}}