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When the final methyl ketones are solid\/insoluble in the eutectic mixture, the hydration reaction takes place in 30\u2005min, and the obtained methyl ketones can be isolated by simply decanting the liquid Fe<jats:sup>III<\/jats:sup>\u2010<jats:italic>DES<\/jats:italic>, allowing the direct isolation of the desired ketones without <jats:italic>VOC<\/jats:italic> solvents. By using this straightforward and simple isolation protocol, we have been able to recycle the Fe<jats:sup>III<\/jats:sup>\u2010based eutectic mixture system up to eight consecutive times. Furthermore, the Fe<jats:sup>III<\/jats:sup>\u2010eutectic mixture is able to promote the selective and efficient formal oxidation of internal alkynes into 1,2\u2010diketones, with the possibility of recycling this system up to three consecutive times. Preliminary investigations into a possible mechanism for the oxidation of the internal alkynes seem to indicate that it proceeds through the formation of the corresponding methyl ketones and <jats:italic>\u03b1<\/jats:italic>\u2010chloroketones.<\/jats:p>","DOI":"10.1002\/chem.202301736","type":"journal-article","created":{"date-parts":[[2023,7,13]],"date-time":"2023-07-13T09:18:55Z","timestamp":1689239935000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Fe<sup>III<\/sup>\u2010Based Eutectic Mixtures as Multi\u2010task and Reusable Reaction Media for Efficient and Selective Conversion of Alkynes into Carbonyl Compounds"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7014-0725","authenticated-orcid":false,"given":"Marina","family":"Ramos\u2010Mart\u00edn","sequence":"first","affiliation":[{"name":"Laboratorio de Qu\u00edmica Sint\u00e9tica Sostenible (QuimSinSos) 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See for example:"},{"key":"e_1_2_7_90_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.2012.574"},{"key":"e_1_2_7_91_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol403591c"},{"key":"e_1_2_7_92_2","doi-asserted-by":"publisher","DOI":"10.15227\/orgsyn.094.0034"},{"key":"e_1_2_7_93_1","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200505382"},{"key":"e_1_2_7_94_1","unstructured":"\u00a0"},{"key":"e_1_2_7_95_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-328X(96)06294-8"},{"key":"e_1_2_7_96_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo048410j"},{"key":"e_1_2_7_97_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200800666"},{"key":"e_1_2_7_98_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201200580"},{"key":"e_1_2_7_99_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2013.06.015"},{"key":"e_1_2_7_100_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2014.01.083"},{"key":"e_1_2_7_101_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b00783"},{"key":"e_1_2_7_102_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201900633"},{"key":"e_1_2_7_103_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2014.03.072"},{"key":"e_1_2_7_104_1","unstructured":"For selected examples of Co-catalysed hydration of alkynes see"},{"key":"e_1_2_7_105_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja310282t"},{"key":"e_1_2_7_106_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201605802"},{"key":"e_1_2_7_107_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1872-2067(14)60105-4"},{"key":"e_1_2_7_108_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC03919K"},{"key":"e_1_2_7_109_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2020.152426"},{"key":"e_1_2_7_110_1","unstructured":"Since the first reported alkyne hydration mediated by copper salts ("},{"key":"e_1_2_7_111_2","first-page":"2436","volume":"31","author":"Vartanyan S. A.","year":"1961","journal-title":"Zh. Obshch. Khim."},{"key":"e_1_2_7_112_2","first-page":"815","volume":"17","author":"Shestakov G. K.","year":"1976","journal-title":"Kinet. Catal."},{"key":"e_1_2_7_113_1","unstructured":"Active Zn compounds were firstly described by Kucherov in 1909 ("},{"key":"e_1_2_7_114_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.190904202197"},{"key":"e_1_2_7_115_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4RA00159A"},{"key":"e_1_2_7_116_2","first-page":"9603","volume":"3","author":"Wang Q.","year":"2018","journal-title":"Chem. Select"},{"key":"e_1_2_7_117_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.catcom.2018.07.002"},{"key":"e_1_2_7_118_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8CY02246A"},{"key":"e_1_2_7_119_1","unstructured":"\u00a0"},{"key":"e_1_2_7_120_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja046360u"},{"key":"e_1_2_7_121_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja809403e"},{"key":"e_1_2_7_122_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.82.261"},{"key":"e_1_2_7_123_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201200420"},{"key":"e_1_2_7_124_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC08938C"},{"key":"e_1_2_7_125_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201501079"},{"key":"e_1_2_7_126_2","doi-asserted-by":"publisher","DOI":"10.1021\/acsapm.2c01167"},{"key":"e_1_2_7_127_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-0035-1562779"},{"key":"e_1_2_7_128_1","unstructured":"The life cycle and the level of recyclability of these eutectic mixtures are very important factors to bear in mind."},{"key":"e_1_2_7_129_2","doi-asserted-by":"publisher","DOI":"10.1007\/1-4020-4087-3"},{"key":"e_1_2_7_130_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470682005"},{"key":"e_1_2_7_131_1","doi-asserted-by":"publisher","DOI":"10.1039\/b713736m"},{"key":"e_1_2_7_132_1","unstructured":"For more details on theE-factor calculation see the Supporting Information."},{"key":"e_1_2_7_133_1","doi-asserted-by":"publisher","DOI":"10.1002\/open.202200160"},{"key":"e_1_2_7_134_1","unstructured":"\u00a0"},{"key":"e_1_2_7_135_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja207283t"},{"key":"e_1_2_7_136_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201706261"},{"key":"e_1_2_7_137_1","unstructured":"\u00a0"},{"key":"e_1_2_7_138_2","doi-asserted-by":"publisher","DOI":"10.1039\/b601393g"},{"key":"e_1_2_7_139_2","doi-asserted-by":"publisher","DOI":"10.1021\/om9000132"},{"key":"e_1_2_7_140_1","doi-asserted-by":"publisher","DOI":"10.1021\/om300380b"},{"key":"e_1_2_7_141_1","unstructured":"For representative examples see:"},{"key":"e_1_2_7_142_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2005.07.026"},{"key":"e_1_2_7_143_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo070187d"},{"key":"e_1_2_7_144_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0029-1216841"},{"key":"e_1_2_7_145_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0032-1317668"},{"key":"e_1_2_7_146_2","doi-asserted-by":"publisher","DOI":"10.5012\/bkcs.2012.33.8.2581"},{"key":"e_1_2_7_147_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201301722"},{"key":"e_1_2_7_148_1","unstructured":"\u00a0"},{"key":"e_1_2_7_149_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2006-957571"},{"key":"e_1_2_7_150_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm0504196"},{"key":"e_1_2_7_151_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2007.03.012"},{"key":"e_1_2_7_152_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2008.04.053"},{"key":"e_1_2_7_153_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.phytochem.2008.10.009"},{"key":"e_1_2_7_154_1","unstructured":"For selected examples see:"},{"key":"e_1_2_7_155_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2001-14558"},{"key":"e_1_2_7_156_2","first-page":"2155","author":"Chu J. H.","year":"2009","journal-title":"Synthesis"},{"key":"e_1_2_7_157_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201700168"},{"key":"e_1_2_7_158_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b00484"},{"key":"e_1_2_7_159_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201801584"},{"key":"e_1_2_7_160_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201801535"},{"key":"e_1_2_7_161_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2019.151588"},{"key":"e_1_2_7_162_1","unstructured":"For recent examples see:"},{"key":"e_1_2_7_163_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC01580D"},{"key":"e_1_2_7_164_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.6b00097"},{"key":"e_1_2_7_165_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6GC01487A"},{"key":"e_1_2_7_166_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC03510A"},{"key":"e_1_2_7_167_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201700061"},{"key":"e_1_2_7_168_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC03996A"},{"key":"e_1_2_7_169_1","unstructured":"\u00a0"},{"key":"e_1_2_7_170_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201000250"},{"key":"e_1_2_7_171_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol500592m"},{"key":"e_1_2_7_172_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b00053"},{"key":"e_1_2_7_173_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2019.02.023"},{"key":"e_1_2_7_174_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900108"},{"key":"e_1_2_7_175_1","unstructured":"\u00a0"},{"key":"e_1_2_7_176_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00158a065"},{"key":"e_1_2_7_177_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00161a045"},{"key":"e_1_2_7_178_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.inoche.2004.02.010"},{"key":"e_1_2_7_179_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2006.05.072"},{"key":"e_1_2_7_180_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201100206"},{"key":"e_1_2_7_181_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol200270t"},{"key":"e_1_2_7_182_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201300518"},{"key":"e_1_2_7_183_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.mcat.2017.06.006"},{"key":"e_1_2_7_184_1","unstructured":"For a graphical hypothesis of a plausible mechanism for the FeCl3\u2009\u22c5\u20096H2O\/Gly(3\u2009:\u20091) mediated hydration\/oxidation of the internal alkyne3\u2009binto the corresponding 1 2-diketone4\u2009bsee Supporting Information."},{"key":"e_1_2_7_185_1","volume-title":"Green Sustainable Process for Chemical and Environmental Engineering and Science","author":"Adaka I. C.","year":"2021"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202301736","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T15:39:48Z","timestamp":1760283588000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202301736"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,9,4]]},"references-count":185,"journal-issue":{"issue":"57","published-print":{"date-parts":[[2023,10,13]]}},"alternative-id":["10.1002\/chem.202301736"],"URL":"https:\/\/doi.org\/10.1002\/chem.202301736","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,9,4]]},"assertion":[{"value":"2023-05-31","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-09-04","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202301736"}}