2026-07-08T16:52:12Z https://researchdata.tuwien.ac.at/oai2d

oai:researchdata.tuwien.ac.at:vng5n-gs684 2024-12-12T22:40:50Z openaire_data

4.3 TUW.TUDATA 10.48436/vng5n-gs684 oai:researchdata.tuwien.ac.at:vng5n-gs684 Templ, Johanna Johanna Templ 0000-0002-4353-207X TU Wien Schnürch, Michael Michael Schnürch 0000-0003-2946-9294 TU Wien TU Wien 2023 methodology methylation quaternary ammonium salts mono-selective amides Templ, Johanna Johanna Templ 0000-0002-4353-207X TU Wien Schnürch, Michael Michael Schnürch 0000-0003-2946-9294 TU Wien Gjata, Edma Edma Gjata TU Wien Getzner, Filippa Filippa Getzner 2023-10-03 2022-08-16 2022-10-03 2024-12-12 eng 10.1021/acs.orglett.2c02766 10.48436/qg0v1-32e61 1.0.0 Creative Commons Attribution 4.0 International Analytical Data and Compound Numbering (in paper numbering vs. ELN entries) for the Publication entitled:"Monoselective N-Methylation of Amides, Indoles, and Related Structures Using Quaternary Ammonium Salts as Solid Methylating Agents" The paper was published on 2022-10-03 in Organic Letters Org. Lett. 2022, 24, 40, 7315-7319 DOI: 10.1021/acs.orglett.2c02766 Authors: Johanna Templ, Edma Gjata, Filippa Getzner, and Michael Schnürch Funded by the Austrian Science Fund (FWF, project number P33064-N) Context and methodology In this Publication, we report the use of phenyl trimethylammonium iodide (PhMe3NI) as a safe, nontoxic, and easy-to-handle reagent for an absolutely monoselective N-methylation of amides and related compounds as well as for the N-methylation of indoles. In addition, we expanded the method to N-ethylation using PhEt3NI. The ease of operational setup, high yields of ≤99%, high functional group tolerance, and especially the excellent monoselectivity for amides make this method attractive for late-stage methylation of bioactive compounds. The publication and its Supporting Information can be found as open-access files on the publisher's website (see DOI above). All detailed files containing the analytical raw data, for all compounds given in the Supporting Information of the manuscript are uploaded. An additional PDF file named Org. Lett. 2022, 24, 40, 7315-7319_compound number list.pdf is uploaded, that should clearly link the compound number given in the paper to the respective entry in the ELN (jotempl) and the respective analytical data files.  Technical details The files uploaded contain the FIDs of NMR spectra recorded by an in-house Bruker Spectrometer. A software to display NMR-spectra is needed, such as MestreNova or Topspin). HRMS data is uploaded too and has to be processed via MassHunter software. FWF Austrian Science Fund 013tf3c58 P 33064 Substituting Gaseous Reagents for Solid Alternatives