https://m2.mtmt.hu/ hun 2026-05-01 15:26 JournalArticle 35664844 APPROVED true Export Date: 6 January 2025 CODEN: JOCEA Correspondence Address: Keglevich, G.; Department of Organic Chemistry and Technology, Műegyetem rkp. 3., Hungary; email: keglevich.gyorgy@vbk.bme.hu Funding details: Budapesti Műszaki és Gazdaságtudományi Egyetem, BME Funding details: Innovációs és Technológiai Minisztérium Funding details: European Commission, EC Funding details: Magyar Tudományos Akadémia, MTA Funding details: Nemzeti Kutatási, Fejlesztési és Innovaciós Alap, NKFIA Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFIH, K134318 Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFIH Funding text 1: This project was supported by the National Research, Development and Innovation Office (K134318), Project no. RRF 2.3.1-21-2022-00015 has been implemented with the support provided by the European Union, and the Doctoral Excellence Fellowship Programme (DCEP) is funded by the National Research Development and Innovation Fund of the Ministry of Culture and Innovation and the Budapest University of Technology and Economics, under a grant agreement with the National Research, Development and Innovation Office. The publication, as well as the scientific results presented in its context, was made with the support of the Gedeon Richter Talentum Foundation established by Gedeon Richter Plc. (1103 Budapest, Gyo\\u0308mro\\u030Bi u\\u0301t 19-21.) with the support of the Gedeon Richter Excellence PhD Scholarship. The work of P.A\\u0301.-B. was supported by the Ja\\u0301nos Bolyai Research Scholarship of the Hungarian Academy of Sciences and the U\\u0301NKP-22-5 and U\\u0301NKP-23-5 New National Excellence Program of the Ministry for Innovation and Technology. 0 false 2026-01-02T17:45:10.747+0000 2025-02-05T15:57:30.182+0000 2025-01-06T14:16:27.914+0000 true 10072271 Andódy Katalin /api/admin/10072271 Admin Andódy Katalin (BME admin4) true 2025-12-09T12:59:20.503+0000 true false true 24 24 /api/publicationtype/24 PublicationType Folyóiratcikk 1 true 24 JournalArticle true 10000059 Article true 24 24 /api/publicationtype/24 PublicationType Folyóiratcikk 1 true 24 JournalArticle /api/subtype/10000059 Szakcikk SubType Szakcikk (Folyóiratcikk) 101 true 10000059 true 1 /api/category/1 Category Tudományos true 1 Szalai, Zsuzsanna true true /api/journal/2739 REVIEWED JOURNAL OF ORGANIC CHEMISTRY 0022-3263 1520-6904 true false 2739 false 2739 true 0022-3263 1520-6904 Journal FOREIGN 90 1 439 447 439 9 2025 The condensation of dialkyl α-hydroxy-benzylphosphonates with dialkyl phosphites and that of α-hydroxybenzyl-diphenylphosphine oxide with diphenylphosphine oxide unexpectedly gave the corresponding phosphorylated α-hydroxy derivatives. This new reaction proved to be general. The formation of the two products may be similar and involves the attack of the hydroxy group of the α-hydroxyphosphonate or α-hydroxyphosphine oxide on the phosphorus atom of the trivalent tautomer form (Y2POH) of the Y2P(O)H reagent (Y= MeO, EtO, or Ph) going with the elimination of an alcohol and water molecule, respectively. The mechanism was supported by DFT computations at the M062X/6-31G (d,p) level of theory, including suitable proton transfer networks. The condensations discussed are typical autocatalytic reactions promoted by the alcohol or water molecules formed. The initial promoters are the traces of water inevitably present in the mixture. In the reaction of α-hydroxyphosphonates with dialkyl phosphites, the −P(O)(OR)H derivative is the primary product that is partially hydrolyzed to the −P(O)(OH)H species by the traces of water under the conditions of the reaction. Arbuzov reaction of diethyl α-bromobenzylphosphonate with ethyl diphenyphosphinite afforded the target-like phenylmethylene-phosphine oxide─phosphonate derivative. © 2024 The Authors. 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B, 113, pp. 6378-6396 53 false true /api/publication/35664844 Szalai Zsuzsanna et al. Unexpected Reaction of Dialkyl α-Hydroxy-benzylphosphonates with Dialkyl Phosphites and a Few Related Reactions. (2025) JOURNAL OF ORGANIC CHEMISTRY 0022-3263 1520-6904 90 1 439-447<div class="JournalArticle Publication long-list"> <div class="authors"> <img title="Forrásközlemény" style="float: left" src="/frontend/resources/grid/publication-core-icon.png"> <img title="Idézőközlemény" style="float: left" src="/frontend/resources/grid/publication-citation-icon.png"> <div class="autype autype0"> <span class="author-name" mtid="10082338"><a href="/gui2/?type=authors&mode=browse&sel=10082338" target="_blank">Szalai Zsuzsanna (<span class="authorship-author-name">Szalai Zsuzsanna</span> <span class="authorAux-mtmt"> szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10042926"><a href="/gui2/?type=authors&mode=browse&sel=10042926" target="_blank">Ábrányi-Balogh Péter (<span class="authorship-author-name">Ábrányi-Balogh Péter</span> <span class="authorAux-mtmt"> szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék; <span title="HUN-REN Természettudományi Kutatóközpont">HRN TTK</span>/<span title="Szerves Kémiai Intézet">SZKI</span>/Gyógyszerkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="1272454"><a href="/gui2/?type=authors&mode=browse&sel=1272454" target="_blank">Keglevich György ✉ (<span class="authorship-author-name">Keglevich György</span> <span class="authorAux-mtmt"> Szerves kémia, foszfororganikus környezetbarát ...</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> </div> </div> <div class="title"><a href="/gui2/?mode=browse&params=publication;35664844" target="_blank">Unexpected Reaction of Dialkyl α-Hydroxy-benzylphosphonates with Dialkyl Phosphites and a Few Related Reactions</a></div> <div> <span class="journal-title">JOURNAL OF ORGANIC CHEMISTRY</span> <span class="journal-issn">(<a target="_blank" href="https://portal.issn.org/resource/ISSN/0022-3263">0022-3263</a> <a target="_blank" href="https://portal.issn.org/resource/ISSN/1520-6904">1520-6904</a>)</span>: <span class="journal-volume">90</span> <span class="journal-issue">1</span> <span class="page"> pp 439-447 </span> <span class="year">(2025)</span> </div> <div class="pub-footer"> <span class="language" xmlns="http://www.w3.org/1999/html">Nyelv: Angol | </span> <span class="identifiers"> <span class="id identifier oa_GOLD" title=" Gold "> <a style="color:blue" title="10.1021/acs.joc.4c02355" target="_blank" href="https://doi.org/10.1021/acs.joc.4c02355"> DOI </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="001379333000001" target="_blank" href="https://www.webofscience.com/wos/woscc/full-record/001379333000001"> WoS </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="85212564501" target="_blank" href="http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85212564501"> Scopus </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="39686731" target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=39686731&dopt=Abstract"> PubMed </a> </span> </span> <OnlyViewableByAuthor><div class="ratings"> <div class="journal-subject">Folyóirat szakterülete: Scopus - Organic Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> </div></OnlyViewableByAuthor> <div class="publication-citation" style="margin-left: 0.5cm;"> <span title="Nyilvános idézőközlemények összesen, említések nélkül" class="citingPub-count">Nyilvános idéző összesen: 2</span> | Független: 1 | Függő: 1 | Nem jelölt: 0 | WoS jelölt: 2 | Scopus jelölt:&nbsp;2 | WoS/Scopus jelölt:&nbsp;2 | DOI jelölt:&nbsp;2 </div> <div class="publication-citation"> <a target="_blank" href="/api/publication?cond=citations.related;eq;35664844&sort=publishedYear,desc&sort=title"> Idézett közlemények száma: 12 </a> </div> <div class="mtid"><span class="long-pub-mtid">Közlemény: 35664844</span> | <span class="status-data status-APPROVED"> Nyilvános </span> Forrás Idéző | <span class="type-subtype">Folyóiratcikk ( Szakcikk ) </span> | <span class="pub-category">Tudományos</span> | <span class="publication-sourceOfData">Scopus</span> </div> <div class="lastModified">Utolsó módosítás: 2025.02.05. 16:57 Bajusz Dávid (MTA TTK SZKI admin5) </div> <pre class="comment" style="margin-top: 0; margin-bottom: 0;"><u>Megjegyzés</u>: Export Date: 6 January 2025 CODEN: JOCEA Correspondence Address: Keglevich, G.; Department of Organic Chemistry and Technology, Műegyetem rkp. 3., Hungary; email: keglevich.gyorgy@vbk.bme.hu Funding details: Budapesti Műszaki és Gazdaságtudományi Egyetem, BME Funding details: Innovációs és Technológi...</pre> </div></div>