[{"department":[{"_id":"2"},{"_id":"389"}],"user_id":"89271","_id":"61335","language":[{"iso":"eng"}],"keyword":["T2","T","CSSD"],"article_number":"202500394","publication":"Advanced Synthesis and Catalysis","type":"journal_article","status":"public","abstract":[{"lang":"eng","text":"<jats:p>Amidines are a ubiquitous class of bioactive compounds found in a wide variety of natural products; thus, efficient strategies for their preparation are in great demand. Herein, a novel protocol is reported for the synthesis of amidines based on P<jats:sup>III</jats:sup>/P<jats:sup>V</jats:sup>O redox catalysis. This two‐step, one‐pot approach involves the activation of amides via P<jats:sup>III</jats:sup>/P<jats:sup>V</jats:sup>O catalyzed in situ formation of imidoyl chloride intermediates which are directly converted upon reaction with amines into the corresponding amidines. Instead of traditionally used toxic and corrosive chloride sources, hexachloroacetone (HCA) is successfully employed as a halide source. The reaction proceeds with low catalyst loading (2 mol%) in BuOAc as the solvent. Under the optimized conditions, 20 amidines are prepared in yields up to 99%. A feasible mechanism is proposed based on experimental results. The synthetic potential of this method is evaluated in the preparation of the tyrosine kinase inhibitor (TKI) Erlotinib.</jats:p>"}],"date_created":"2025-09-17T15:16:49Z","author":[{"last_name":"Medvaric","full_name":"Medvaric, Viktorija","id":"92677","first_name":"Viktorija"},{"last_name":"Paradies","orcid":"0000-0002-3698-668X","id":"53339","full_name":"Paradies, Jan","first_name":"Jan"},{"orcid":"0000-0001-9025-3244","last_name":"Werner","full_name":"Werner, Thomas","id":"89271","first_name":"Thomas"}],"publisher":"Wiley","date_updated":"2025-11-10T08:44:04Z","doi":"10.1002/adsc.70059","title":"Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides","publication_identifier":{"issn":["1615-4150","1615-4169"]},"publication_status":"published","citation":{"apa":"Medvaric, V., Paradies, J., &#38; Werner, T. (2025). Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides. <i>Advanced Synthesis and Catalysis</i>, Article 202500394. <a href=\"https://doi.org/10.1002/adsc.70059\">https://doi.org/10.1002/adsc.70059</a>","mla":"Medvaric, Viktorija, et al. “Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides.” <i>Advanced Synthesis and Catalysis</i>, 202500394, Wiley, 2025, doi:<a href=\"https://doi.org/10.1002/adsc.70059\">10.1002/adsc.70059</a>.","bibtex":"@article{Medvaric_Paradies_Werner_2025, title={Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides}, DOI={<a href=\"https://doi.org/10.1002/adsc.70059\">10.1002/adsc.70059</a>}, number={202500394}, journal={Advanced Synthesis and Catalysis}, publisher={Wiley}, author={Medvaric, Viktorija and Paradies, Jan and Werner, Thomas}, year={2025} }","short":"V. Medvaric, J. Paradies, T. Werner, Advanced Synthesis and Catalysis (2025).","chicago":"Medvaric, Viktorija, Jan Paradies, and Thomas Werner. “Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides.” <i>Advanced Synthesis and Catalysis</i>, 2025. <a href=\"https://doi.org/10.1002/adsc.70059\">https://doi.org/10.1002/adsc.70059</a>.","ieee":"V. Medvaric, J. Paradies, and T. Werner, “Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides,” <i>Advanced Synthesis and Catalysis</i>, Art. no. 202500394, 2025, doi: <a href=\"https://doi.org/10.1002/adsc.70059\">10.1002/adsc.70059</a>.","ama":"Medvaric V, Paradies J, Werner T. Synthesis of Amidines Via P(III)/P(V)=O Redox Catalyzed In Situ Formation of Imidoyl Chlorides From Amides. <i>Advanced Synthesis and Catalysis</i>. Published online 2025. doi:<a href=\"https://doi.org/10.1002/adsc.70059\">10.1002/adsc.70059</a>"},"year":"2025"},{"keyword":["T2","CSSD"],"article_number":"jacs.5c06190","language":[{"iso":"eng"}],"_id":"61336","department":[{"_id":"2"},{"_id":"389"}],"user_id":"89271","status":"public","publication":"Journal of the American Chemical Society","type":"journal_article","title":"Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance","doi":"10.1021/jacs.5c06190","publisher":"American Chemical Society (ACS)","date_updated":"2025-11-10T08:43:50Z","author":[{"last_name":"Zhou","full_name":"Zhou, Rundong","first_name":"Rundong"},{"first_name":"Viktorija","last_name":"Medvaric","full_name":"Medvaric, Viktorija","id":"92677"},{"first_name":"Thomas","last_name":"Werner","orcid":"https://orcid.org/0000-0001-9025-3244","full_name":"Werner, Thomas","id":"89271"},{"last_name":"Paradies","orcid":"0000-0002-3698-668X","full_name":"Paradies, Jan","id":"53339","first_name":"Jan"}],"date_created":"2025-09-17T15:18:11Z","year":"2025","citation":{"ieee":"R. Zhou, V. Medvaric, T. Werner, and J. Paradies, “Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance,” <i>Journal of the American Chemical Society</i>, Art. no. jacs. 5c06190, 2025, doi: <a href=\"https://doi.org/10.1021/jacs.5c06190\">10.1021/jacs.5c06190</a>.","chicago":"Zhou, Rundong, Viktorija Medvaric, Thomas Werner, and Jan Paradies. “Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance.” <i>Journal of the American Chemical Society</i>, 2025. <a href=\"https://doi.org/10.1021/jacs.5c06190\">https://doi.org/10.1021/jacs.5c06190</a>.","ama":"Zhou R, Medvaric V, Werner T, Paradies J. Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance. <i>Journal of the American Chemical Society</i>. Published online 2025. doi:<a href=\"https://doi.org/10.1021/jacs.5c06190\">10.1021/jacs.5c06190</a>","short":"R. Zhou, V. Medvaric, T. Werner, J. Paradies, Journal of the American Chemical Society (2025).","mla":"Zhou, Rundong, et al. “Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance.” <i>Journal of the American Chemical Society</i>, jacs. 5c06190, American Chemical Society (ACS), 2025, doi:<a href=\"https://doi.org/10.1021/jacs.5c06190\">10.1021/jacs.5c06190</a>.","bibtex":"@article{Zhou_Medvaric_Werner_Paradies_2025, title={Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance}, DOI={<a href=\"https://doi.org/10.1021/jacs.5c06190\">10.1021/jacs.5c06190</a>}, number={jacs. 5c06190}, journal={Journal of the American Chemical Society}, publisher={American Chemical Society (ACS)}, author={Zhou, Rundong and Medvaric, Viktorija and Werner, Thomas and Paradies, Jan}, year={2025} }","apa":"Zhou, R., Medvaric, V., Werner, T., &#38; Paradies, J. (2025). Metal-Free Reduction of Nitrous Oxide via P<sup>III</sup>/P<sup>V</sup>═O Cycling: Mechanistic Insights and Catalytic Performance. <i>Journal of the American Chemical Society</i>, Article jacs. 5c06190. <a href=\"https://doi.org/10.1021/jacs.5c06190\">https://doi.org/10.1021/jacs.5c06190</a>"},"publication_identifier":{"issn":["0002-7863","1520-5126"]},"publication_status":"published"}]