{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,17]],"date-time":"2026-04-17T10:22:23Z","timestamp":1776421343590,"version":"3.51.2"},"reference-count":39,"publisher":"MDPI AG","issue":"2","license":[{"start":{"date-parts":[[2025,1,16]],"date-time":"2025-01-16T00:00:00Z","timestamp":1736985600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Research, Development and Innovation Office","award":["K134318"],"award-info":[{"award-number":["K134318"]}]},{"name":"National Research, Development and Innovation Office","award":["RRF-2.3.1-21-2022-00015"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00015"]}]},{"name":"European Union","award":["K134318"],"award-info":[{"award-number":["K134318"]}]},{"name":"European Union","award":["RRF-2.3.1-21-2022-00015"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00015"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Butyl phenyl-H-phosphinate that is not available commercially was prepared from phenyl-H-phosphinic acid by three methods: by alkylating esterification (i), by microwave-assisted direct esterification (ii), and unexpectedly, by thermal esterification (iii). Considering the green aspects, selectivity and scalability, the thermal variation seemed to be optimal. However, there was need for prolonged heating. The butyl phenyl-H-phosphinate, along with the ethyl analogue, was utilized in the synthesis of alkyl (\u03b1-alkylamino-arylmethyl-)phenyl phosphinates in the aza-Pudovik reaction with imines obtained from primary amines and substituted benzaldehydes. The aminophosphinates were obtained as diastereomeric mixtures in 65\u201392% yields. The aza-Pudovik approach was more efficient than the Kabachnik\u2013Fields condensation. Interestingly, one aminophosphinate, the butyl (\u03b1-butylamino-benzyl-)phenylphosphinate, was of significant cytotoxic activity on the PANC-1 pancreas cell line. Another derivative, ethyl (\u03b1-benzylamino-benzyl-)phenylphosphinate, revealed a selective toxic activity on U266 myeloma cells.<\/jats:p>","DOI":"10.3390\/molecules30020339","type":"journal-article","created":{"date-parts":[[2025,1,16]],"date-time":"2025-01-16T04:55:19Z","timestamp":1737003319000},"page":"339","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Synthesis of Alkyl \u03b1-Amino-benzylphosphinates by the Aza-Pudovik Reaction; The Preparation of the Butyl Phenyl-H-phosphinate Starting P-Reagent"],"prefix":"10.3390","volume":"30","author":[{"given":"Bence","family":"Bajusz","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, M\u0171egyetem rkp. 3, 1111 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dorka","family":"Nagy","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, M\u0171egyetem rkp. 3, 1111 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Regina","family":"T\u00f3th","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, M\u0171egyetem rkp. 3, 1111 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0009-0002-3559-6011","authenticated-orcid":false,"given":"Zsuzsanna","family":"Szalai","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, M\u0171egyetem rkp. 3, 1111 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5216-0135","authenticated-orcid":false,"given":"\u00c1gnes","family":"G\u00f6m\u00f6ry","sequence":"additional","affiliation":[{"name":"MS Proteomics Research Group, Research Centre for Natural Sciences, 1117 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8912-8216","authenticated-orcid":false,"given":"Ang\u00e9la","family":"Tak\u00e1cs","sequence":"additional","affiliation":[{"name":"Department of Genetics, Cell- and Immunobiology, Semmelweis University, Nagyv\u00e1rad t\u00e9r 4, 1089 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9002-0296","authenticated-orcid":false,"given":"L\u00e1szl\u00f3","family":"K\u0151hidai","sequence":"additional","affiliation":[{"name":"Department of Genetics, Cell- and Immunobiology, Semmelweis University, Nagyv\u00e1rad t\u00e9r 4, 1089 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5366-472X","authenticated-orcid":false,"given":"Gy\u00f6rgy","family":"Keglevich","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, M\u0171egyetem rkp. 3, 1111 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2025,1,16]]},"reference":[{"key":"ref_1","unstructured":"Kukhar, V.P., and Hudson, H.R. 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