{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T03:58:20Z","timestamp":1790827100881,"version":"4.1.0"},"reference-count":113,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:00:00Z","timestamp":1790726400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/"},{"start":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:00:00Z","timestamp":1790726400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100001665","name":"Agence Nationale de la Recherche","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100001665","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    A direct difluoromethylenation of alkynes has been developed using HF\/pyridine as a dual acidic and fluorinating medium. The reaction proceeds via in situ generation of a primary oxocarbenium ion from formaldehyde, enabling efficient formation of two C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2500F bonds and one C(sp\n                    <jats:sup>2<\/jats:sup>\n                    )\u2550C(sp\n                    <jats:sup>2<\/jats:sup>\n                    ) bond in a single step without the need for pre\u2010functionalized reagents. This strategy offers a concise route to allyl difluorides as a complementary approach to incorporate difluoromethylene motifs into complex molecular frameworks. Additional spectroscopic and computational investigations provide insights into this mechanism.\n                  <\/jats:p>","DOI":"10.1002\/anie.8050538","type":"journal-article","created":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T03:33:43Z","timestamp":1790825623000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Difluoromethylenation of Alkynes: Streamlined Access to Allyl Difluorides"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0004-4197-8934","authenticated-orcid":false,"given":"Fabien","family":"Naullet","sequence":"first","affiliation":[{"name":"IC2MP, UMR\u2010CNRS 7285 Universit\u00e9 De Poitiers  Poitiers, Cedex 9 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3428-5484","authenticated-orcid":false,"given":"Sourav","family":"Mondal","sequence":"additional","affiliation":[{"name":"IC2MP, UMR\u2010CNRS 7285 Universit\u00e9 De Poitiers  Poitiers, Cedex 9 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4932-8643","authenticated-orcid":false,"given":"Fr\u00e9d\u00e9ric","family":"Gu\u00e9gan","sequence":"additional","affiliation":[{"name":"IC2MP, UMR\u2010CNRS 7285 Universit\u00e9 De Poitiers  Poitiers, Cedex 9 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3248-5781","authenticated-orcid":false,"given":"Bastien","family":"Michelet","sequence":"additional","affiliation":[{"name":"IC2MP, UMR\u2010CNRS 7285 Universit\u00e9 De Poitiers  Poitiers, Cedex 9 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6246-5829","authenticated-orcid":false,"given":"S\u00e9bastien","family":"Thibaudeau","sequence":"additional","affiliation":[{"name":"IC2MP, UMR\u2010CNRS 7285 Universit\u00e9 De Poitiers  Poitiers, Cedex 9 France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,30]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202000178"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201102027"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202005425"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202107041"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1039\/c0cs00221f"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/B611336B"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/9780470281895"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/B610213C"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr4002879"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00392"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1131943"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.5b00258"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.7b01788"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2020.109639"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202103211"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202500662"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c03508"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202304150"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5c00177"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1039\/D6CC01665K"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202401162"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00111a021"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm300491y"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b04457"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202200331"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202202939"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202404957"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1358\/dof.2006.031.09.1030940"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1007\/s40265\u2010017\u20100817\u2010y"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejphar.2015.02.021"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1177\/1756287220988438"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200904747"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201105138"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja4114825"},{"key":"e_1_2_8_36_1","first-page":"821","article-title":"Exploiting 3,3\u2010Difluoropropenes for the Synthesis of Monofluoroalkenes","volume":"27","author":"Drouin M.","year":"2016","journal-title":"Synlett"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8CC05108A"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201906283"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c02321"},{"key":"e_1_2_8_40_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586\u2010020\u20102399\u20101"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202111476"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c03917"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202518782"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5CC05064B"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521\u20103897(200001)342:1<52::AID\u2010PRAC52>3.0.CO;2\u2010H"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1055\/s\u20101997\u20103224"},{"key":"e_1_2_8_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo0157674"},{"key":"e_1_2_8_48_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2003.12.029"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00003a025"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1016\/0040\u20104039(96)01106\u20109"},{"key":"e_1_2_8_51_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol800069z"},{"key":"e_1_2_8_52_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol802361p"},{"key":"e_1_2_8_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b00721"},{"key":"e_1_2_8_54_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201803663"},{"key":"e_1_2_8_55_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b11382"},{"key":"e_1_2_8_56_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202000636"},{"key":"e_1_2_8_57_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja301013h"},{"key":"e_1_2_8_58_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201205850"},{"key":"e_1_2_8_59_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201409617"},{"key":"e_1_2_8_60_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3SC05616C"},{"key":"e_1_2_8_61_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC08394J"},{"key":"e_1_2_8_62_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9SC01966A"},{"key":"e_1_2_8_63_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202210103"},{"key":"e_1_2_8_64_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c02800"},{"key":"e_1_2_8_65_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CC06613K"},{"key":"e_1_2_8_66_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201511321"},{"key":"e_1_2_8_67_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC03823B"},{"key":"e_1_2_8_68_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b02314"},{"key":"e_1_2_8_69_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3GC00368J"},{"key":"e_1_2_8_70_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c02248"},{"key":"e_1_2_8_71_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.4c00684"},{"key":"e_1_2_8_72_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo061022s"},{"key":"e_1_2_8_73_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5QO00324E"},{"key":"e_1_2_8_74_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1QO00983D"},{"key":"e_1_2_8_75_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.2c01537"},{"key":"e_1_2_8_76_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b02627"},{"key":"e_1_2_8_77_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC04916A"},{"key":"e_1_2_8_78_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b02842"},{"key":"e_1_2_8_79_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c00968"},{"key":"e_1_2_8_80_1","unstructured":"For rare examples non\u2010restricted to aromatic alkynes see references 80 and 81."},{"key":"e_1_2_8_81_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC06587C"},{"key":"e_1_2_8_82_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c00669"},{"key":"e_1_2_8_83_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202106531"},{"key":"e_1_2_8_84_1","unstructured":"For a two\u2010step formal C\u2013F bond substitution of 3 3 3\u2010trifluoropropene limited to heteronucleophiles see references 84 and 85."},{"key":"e_1_2_8_85_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010021\u201023504\u20102"},{"key":"e_1_2_8_86_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3SC06302J"},{"key":"e_1_2_8_87_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201706798"},{"key":"e_1_2_8_88_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202003897"},{"key":"e_1_2_8_89_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202518520"},{"key":"e_1_2_8_90_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00202a033"},{"key":"e_1_2_8_91_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol051915r"},{"key":"e_1_2_8_92_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2009.09.020"},{"key":"e_1_2_8_93_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040\u20104020(01)86671\u20100"},{"key":"e_1_2_8_94_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00988a034"},{"key":"e_1_2_8_95_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01039a020"},{"key":"e_1_2_8_96_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00535a012"},{"key":"e_1_2_8_97_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00316a017"},{"key":"e_1_2_8_98_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c04765"},{"key":"e_1_2_8_99_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2008.05.056"},{"key":"e_1_2_8_100_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c05472"},{"key":"e_1_2_8_101_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c07526"},{"key":"e_1_2_8_102_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c02344"},{"key":"e_1_2_8_103_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja508369z"},{"key":"e_1_2_8_104_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00795"},{"key":"e_1_2_8_105_1","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202200262"},{"key":"e_1_2_8_106_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2021.153344"},{"key":"e_1_2_8_107_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00732a041"},{"key":"e_1_2_8_108_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.2c04511"},{"key":"e_1_2_8_109_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b01341"},{"key":"e_1_2_8_110_1","unstructured":"For analogous intramolecular fluoride ion transfers on vinyl cations from boron fluoride alkoxides see references 110 and 111."},{"key":"e_1_2_8_111_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c01441"},{"key":"e_1_2_8_112_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c03982"},{"key":"e_1_2_8_113_1","doi-asserted-by":"publisher","DOI":"10.1038\/s44160\u2010025\u201000964\u20108"},{"key":"e_1_2_8_114_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00055a019"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.8050538","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.8050538","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.8050538","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T03:33:46Z","timestamp":1790825626000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.8050538"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,30]]},"references-count":113,"alternative-id":["10.1002\/anie.8050538"],"URL":"https:\/\/doi.org\/10.1002\/anie.8050538","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,30]]},"assertion":[{"value":"2026-06-26","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-16","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-30","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e8050538"}}