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Herein, we report an efficient electrochemical methodology for the cyclopropanation of alkenes, leveraging a nickel\u2010catalyzed process in continuous\u2010flow. The developed protocol demonstrates broad substrate scope, accommodating both electron\u2010rich and electron\u2010poor alkenes with high functional group tolerance. Beyond dichloromethane as a feedstock methylene source, the methodology enables the synthesis of methylated, deuterated, and chloro\u2010substituted cyclopropanes. Mechanistic investigations suggest the electro\u2010generation of a nickel carbene as key intermediate. Notably, the reaction operates under ambient conditions, tolerates air and moisture, and achieves scalability through continuous\u2010flow technology, offering a straightforward route to multi\u2010gram quantities with enhanced throughput.<\/jats:p>","DOI":"10.1002\/anie.202500203","type":"journal-article","created":{"date-parts":[[2025,1,30]],"date-time":"2025-01-30T22:19:46Z","timestamp":1738275586000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["Flow Electroreductive Nickel\u2010Catalyzed Cyclopropanation of Alkenes Using\n                    <i>gem<\/i>\n                    \u2010Dichloroalkanes"],"prefix":"10.1002","volume":"64","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0946-1084","authenticated-orcid":false,"given":"Morgan","family":"Regnier","sequence":"first","affiliation":[{"name":"Flow Chemistry Group Van't Hoff Institute for Molecular Sciences (HIMS) University of Amsterdam  Science Park 904 1098 XH Amsterdam, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0003-2270-4789","authenticated-orcid":false,"given":"Clara","family":"Vega","sequence":"additional","affiliation":[{"name":"Flow Chemistry Group Van't Hoff Institute for Molecular Sciences (HIMS) University of Amsterdam  Science Park 904 1098 XH Amsterdam, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8804-1610","authenticated-orcid":false,"given":"Dimitris I.","family":"Ioannou","sequence":"additional","affiliation":[{"name":"Flow Chemistry Group Van't Hoff Institute for Molecular Sciences (HIMS) University of Amsterdam  Science Park 904 1098 XH Amsterdam, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhenyu","family":"Zhang","sequence":"additional","affiliation":[{"name":"Flow Chemistry Group Van't Hoff Institute for Molecular Sciences (HIMS) University of Amsterdam  Science Park 904 1098 XH Amsterdam, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8081-743X","authenticated-orcid":false,"given":"Timothy","family":"No\u00ebl","sequence":"additional","affiliation":[{"name":"Flow Chemistry Group Van't Hoff Institute for Molecular Sciences (HIMS) University of Amsterdam  Science Park 904 1098 XH Amsterdam, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,2,10]]},"reference":[{"key":"e_1_2_3_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.6b00472"},{"key":"e_1_2_3_2_1","unstructured":"\u00a0"},{"key":"e_1_2_3_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr010016n"},{"key":"e_1_2_3_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr050988l"},{"key":"e_1_2_3_5_1","unstructured":"\u00a0"},{"key":"e_1_2_3_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00798"},{"key":"e_1_2_3_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8OB01187G"},{"key":"e_1_2_3_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.202400110"},{"key":"e_1_2_3_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202406218"},{"key":"e_1_2_3_10_1","unstructured":"\u00a0"},{"key":"e_1_2_3_11_2","volume":"9","author":"Li P.","year":"2018","journal-title":"Nat. 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