{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["12(41)"],"submitter":["Miaskiewicz S"],"pubmed_abstract":["Upon gold catalysis, the 2,3-dihydropyrrolo[1,2-<i>a</i>]indole motif, encountered in few but interesting bioactive natural products, was efficiently obtained from <i>N</i>-aryl 2-alkynylazetidine derivatives. In an attempt to apply this methodology to the synthesis of harmalidine, isolated from the seeds of <i>Peganum harmala</i>, advanced amino 2,3-hydropyrrolo[1,2-<i>a</i>]indol(one) derivatives were readily obtained in only 11 steps from but-3-yn-1-ol. While the reported structure of harmalidine could not be reached from these intermediates, a surprising 12-membered diimino dimer was isolated. Extensive comparison of the reported harmalidine NMR data to the experimental and calculated data of our synthetic molecules, harmaline or the synthetised <i>N</i>-methylharmaline show discrepanc"],"journal":["RSC advances"],"pagination":["26966-26974"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9490519"],"repository":["biostudies-literature"],"pubmed_title":["A gold(i)-catalysed approach towards harmalidine an elusive alkaloid from <i>Peganum harmala</i>."],"pmcid":["PMC9490519"],"pubmed_authors":["Weibel JM","Pale P","Miaskiewicz S","Blanc A"],"additional_accession":[]},"is_claimable":false,"name":"A gold(i)-catalysed approach towards harmalidine an elusive alkaloid from <i>Peganum harmala</i>.","description":"Upon gold catalysis, the 2,3-dihydropyrrolo[1,2-<i>a</i>]indole motif, encountered in few but interesting bioactive natural products, was efficiently obtained from <i>N</i>-aryl 2-alkynylazetidine derivatives. In an attempt to apply this methodology to the synthesis of harmalidine, isolated from the seeds of <i>Peganum harmala</i>, advanced amino 2,3-hydropyrrolo[1,2-<i>a</i>]indol(one) derivatives were readily obtained in only 11 steps from but-3-yn-1-ol. While the reported structure of harmalidine could not be reached from these intermediates, a surprising 12-membered diimino dimer was isolated. Extensive comparison of the reported harmalidine NMR data to the experimental and calculated data of our synthetic molecules, harmaline or the synthetised <i>N</i>-methylharmaline show discrepanc","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Sep","modification":"2025-04-26T00:55:58.706Z","creation":"2025-02-19T03:02:22.435Z"},"accession":"S-EPMC9490519","cross_references":{"pubmed":["36275169"],"doi":["10.1039/d2ra05685b"]}}