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Accordingly, nitrogen\u2010atom manipulation has emerged as a powerful strategy for skeletal remodeling. However, its integration into classical reactions to redirect their inherent pathways and outcomes remains largely unexplored. Here, we report a deaminative allylation enabled by embedding a photoinduced N\u2010atom deletion process within a classical N\u2010allylation reaction. This reaction\u2010reprogramming strategy transforms ubiquitous alkylamines into \u03b1\u2010substituted acrylates and acrylamides\u2014privileged motifs in covalent drugs, chemical biology probes, and functional materials. Mechanistic studies reveal multiple parallel pathways, including deaminative allylation of alkylamines, formal nitrogen\u2010atom deletion of allyl alkylamine intermediates, and denitrogenation of allyl alkyldiazene species, which collectively converge on the same products. The method exhibits broad substrate scope and excellent functional\u2010group tolerance, enabling late\u2010stage modification of natural products and pharmaceuticals. Beyond providing streamlined access to valuable acrylic compounds, this work establishes a pathway\u2010convergent reaction paradigm that harnesses, rather than suppresses, competing reaction pathways, offering new opportunities for bioactive\u2010molecule discovery.<\/jats:p>","DOI":"10.1002\/anie.6992524","type":"journal-article","created":{"date-parts":[[2026,9,18]],"date-time":"2026-09-18T13:43:13Z","timestamp":1789738993000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Deaminative Allylation of Primary Amines"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0004-6199-7083","authenticated-orcid":false,"given":"Qi","family":"Sun","sequence":"first","affiliation":[{"name":"State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering Nanjing University  Nanjing Jiangsu 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China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,18]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c00754"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c01147"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm501100b"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1038\/s44160\u2010022\u201000052\u20101"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1038\/d41586\u2010023\u201001735\u20101"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4CS00974F"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586\u2010021\u201003448\u20109"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202107356"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c10175"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1038\/s44160\u2010024\u201000559\u20109"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b00308"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.4c00853"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.add1383"},{"key":"e_1_2_8_15_1","doi-asserted-by":"crossref","first-page":"102","DOI":"10.1126\/science.adp0974","article-title":"Sulfenylnitrene\u2010Mediated Nitrogen\u2010Atom Insertion for Late\u2010Stage Skeletal Editing of N\u2010Heterocycles","volume":"387","author":"Ghosh B.","year":"2025","journal-title":"Science"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.adl4755"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586\u2010024\u201008342\u20108"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.abi7183"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aee5416"},{"key":"e_1_2_8_20_1","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1126\/science.adx4762","article-title":"Bridging the Pyridine\u2013Pyridazine Synthesis Gap by Skeletal Editing","volume":"389","author":"Puri\u0146\u0161 M.","year":"2025","journal-title":"Science"},{"key":"e_1_2_8_21_1","doi-asserted-by":"crossref","first-page":"848","DOI":"10.1038\/s44160-025-00759-x","article-title":"A Three\u2010Step Strategy for the Conversion of Pyridines into 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