{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T15:34:05Z","timestamp":1790868845637,"version":"4.1.0"},"reference-count":60,"publisher":"Wiley","issue":"49","license":[{"start":{"date-parts":[[2021,10,26]],"date-time":"2021-10-26T00:00:00Z","timestamp":1635206400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100008982","name":"National Science Foundation of Sri Lanka","doi-asserted-by":"publisher","award":["CHE-1955635"],"award-info":[{"award-number":["CHE-1955635"]}],"id":[{"id":"10.13039\/501100008982","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2021,12]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>We report the palladium\u2010catalyzed <jats:italic>gem<\/jats:italic>\u2010difluoroallylation of aryl halides and pseudo halides with 3,3\u2010difluoroallyl boronates in high yield with high regioselectivity, and we report the preparation of the 3,3\u2010difluoroallyl boronate reactants by a copper\u2010catalyzed defluorinative borylation of inexpensive gaseous 3,3,3\u2010trifluoropropene with bis(pinacolato)diboron. The <jats:italic>gem<\/jats:italic>\u2010difluoroallylation of aryl and heteroaryl bromides proceeds with low catalyst loading (0.1\u2005mol\u2009% [Pd]) and tolerates a wide range of functional groups, including primary alcohols, secondary amines, ethers, ketones, esters, amides, aldehydes, nitriles, halides, and nitro groups. This protocol extends to aryl iodides, chlorides, and triflates, as well as substituted difluoroallyl boronates, providing a versatile synthesis of <jats:italic>gem<\/jats:italic>\u2010difluoroallyl arenes that we show to be valuable intermediates to a series of fluorinated building blocks.<\/jats:p>","DOI":"10.1002\/anie.202111476","type":"journal-article","created":{"date-parts":[[2021,9,23]],"date-time":"2021-09-23T17:13:22Z","timestamp":1632417202000},"page":"25746-25752","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":32,"title":["<i>gem<\/i>\u2010Difluoroallylation of Aryl Halides and Pseudo Halides with Difluoroallylboron Reagents in High Regioselectivity"],"prefix":"10.1002","volume":"60","author":[{"given":"Shu","family":"Sakamoto","sequence":"first","affiliation":[{"name":"Department of Chemistry University of California  Berkeley California 94720 USA"},{"name":"Material Science Research Laboratory Kao Corporation  Wakayama Wakayama Prefecture 640-8580 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Trevor W.","family":"Butcher","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of California  Berkeley California 94720 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jonathan L.","family":"Yang","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of California  Berkeley California 94720 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4157-468X","authenticated-orcid":false,"given":"John F.","family":"Hartwig","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of California  Berkeley California 94720 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,10,26]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/B711844A"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr4002879"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.9b00604"},{"key":"e_1_2_2_5_1","unstructured":"\u00a0"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm300491y"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.5b00258"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.7b01788"},{"key":"e_1_2_2_9_1","unstructured":"\u00a0"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr800388c"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2015.07.007"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8CC05108A"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201805292"},{"key":"e_1_2_2_13_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201805292"},{"key":"e_1_2_2_14_1","unstructured":"\u00a0"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-1973-22302"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00893a007"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo990566"},{"key":"e_1_2_2_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00368a022"},{"key":"e_1_2_2_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo01058a062"},{"key":"e_1_2_2_20_1","unstructured":"Recently milder conditions for the hydrofluorination of alkynes have been reported. 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