Efficient synthesis of 2-arylpropionitriles via selective monomethylation of aryl acetonitriles using an easy to handle methylation agent

Analytical Data and Compound Numbering (in paper numbering vs. ELN entries) for the Publication entitled:
"Efficient synthesis of 2-arylpropionitriles via selective monomethylation of aryl acetonitriles using an easy to handle methylation agent"

The paper was published on 2024-09-08 in the European Journal of Organic Chemistry

Eur. J. Org. Chem. 2024, e202400693

DOI: 10.1002/ejoc.202400693

Authors: Eleni Papaplioura, Johanna Templ, Nina Wildhack, Michael Schnürc

Funded by the Austrian Science Fund (FWF, project number P33064-N) and the European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie, Grant Agreement No. 860762

Context and methodology

A convenient and safe methylation protocol employing quaternary ammonium salts (PhMe3NI) as alternative methylating agents for the selective α-methylation of arylacetonitriles is presented. This approach allows for the selective α-methylation of arylacetonitriles, overcoming the limitations of existing techniques, while offering a practical and sustainable solution for late-stage functionalization in medicinal chemistry. The straightforward and safe nature of this methodology makes it particularly well-suited for applications in drug discovery. In our report, we present a diverse set of 18 examples, achieving yields of up to 76%.

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 docx file named Eur. J. Org. Chem. 2024, e202400693_compound number list.docx is uploaded, that should clearly link the compound number given in the paper to the respective entry in the ELN 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.