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Herein, we describe the mesoionic carbene\u2010catalyzed coupling reaction of aldehydes with non\u2010activated secondary and even primary alkyl halides. This metal\u2010free method utilizes deprotonated Breslow intermediates derived from mesoionic carbenes (MICs), which act as super electron donors and induce the single\u2010electron reduction of alkyl halides. This mild coupling reaction has a broad substrate scope and tolerates many functional groups, which allows to prepare a diversity of simple ketones as well as bio\u2010active molecules by late\u2010stage functionalization.<\/jats:p>","DOI":"10.1002\/anie.202303478","type":"journal-article","created":{"date-parts":[[2023,4,18]],"date-time":"2023-04-18T05:12:19Z","timestamp":1681794739000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":51,"title":["Mesoionic Carbene\u2010Catalyzed Formyl Alkylation of Aldehydes"],"prefix":"10.1002","volume":"62","author":[{"given":"Chang","family":"Liu","sequence":"first","affiliation":[{"name":"Key Laboratory of Advanced Light Conversion Materials and Biophotonics Department of Chemistry Renmin University of China  Beijing 100872 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zengyu","family":"Zhang","sequence":"additional","affiliation":[{"name":"Key Laboratory of Advanced Light Conversion Materials and Biophotonics Department of Chemistry Renmin University of China  Beijing 100872 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Liang\u2010Liang","family":"Zhao","sequence":"additional","affiliation":[{"name":"Key Laboratory of Advanced Light Conversion Materials and Biophotonics Department of Chemistry Renmin University of China  Beijing 100872 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2623-2363","authenticated-orcid":false,"given":"Guy","family":"Bertrand","sequence":"additional","affiliation":[{"name":"UCSD-CNR Joint Research Laboratory (IRL3555) Department of Chemistry and Biochemistry University of California  San Diego, La Jolla CA 92093-0358 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3973-3669","authenticated-orcid":false,"given":"Xiaoyu","family":"Yan","sequence":"additional","affiliation":[{"name":"Key Laboratory of Advanced Light Conversion Materials and Biophotonics Department of Chemistry Renmin University of China  Beijing 100872 China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,5,8]]},"reference":[{"key":"e_1_2_3_1_1","unstructured":"\u00a0"},{"key":"e_1_2_3_2_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.96.5.1846"},{"key":"e_1_2_3_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar300054e"},{"key":"e_1_2_3_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00017a013"},{"key":"e_1_2_3_5_2","doi-asserted-by":"publisher","DOI":"10.1007\/978-3-642-73432-8"},{"key":"e_1_2_3_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/3527608214"},{"key":"e_1_2_3_7_1","unstructured":"\u00a0"},{"key":"e_1_2_3_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)91316-4"},{"key":"e_1_2_3_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr040695c"},{"key":"e_1_2_3_10_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1268"},{"key":"e_1_2_3_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00039a007"},{"key":"e_1_2_3_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr900096x"},{"key":"e_1_2_3_13_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cs15109f"},{"key":"e_1_2_3_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201402509"},{"key":"e_1_2_3_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b07078"},{"key":"e_1_2_3_16_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-33444-0"},{"key":"e_1_2_3_17_1","unstructured":"For reviews see:"},{"key":"e_1_2_3_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr068372z"},{"key":"e_1_2_3_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cs15139h"},{"key":"e_1_2_3_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC01910D"},{"key":"e_1_2_3_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3cs35522e"},{"key":"e_1_2_3_22_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature13384"},{"key":"e_1_2_3_23_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs15333e"},{"key":"e_1_2_3_24_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41570-021-00321-1"},{"key":"e_1_2_3_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00060"},{"key":"e_1_2_3_26_2","volume-title":"N-Heterocyclic Carbenes in Organocatalysis","author":"Biju A. 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