{"id":"W4392749973","doi":"10.1021/acscatal.3c06020","title":"Hydroxylamine Umpolung in Copper-Catalyzed Cross-Coupling Reactions to Synthesize <i>N</i>-Arylhydroxylamine Derivatives","year":2024,"lang":"en","type":"article","venue":"ACS Catalysis","topic":"Oxidative Organic Chemistry Reactions","field":"Chemistry","cited_by":8,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal; Centre in Green Chemistry and Catalysis","funders":"Fonds de recherche du Québec – Nature et technologies; Natural Sciences and Engineering Research Council of Canada; Université de Montréal; Centre in Green Chemistry and Catalysis","keywords":"Umpolung; Chemistry; Electrophile; Hydroxylamine; Hypervalent molecule; Synthon; Reagent; Combinatorial chemistry; Functional group; Boronic acid; Reactivity (psychology); Catalysis; Moiety; Organic chemistry; Nucleophile","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":["metaepi_narrow","insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0003183641,0.0004830864,0.0005514013,0.0003625171,0.0002219713,0.0002817654,0.0005489692,0.0002416246,0.001299397],"category_scores_gemma":[0.000924113,0.0005177334,0.0002370532,0.001622624,0.0001815312,0.0004597904,0.0002851396,0.0006063291,0.0006503944],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0006824816,"about_ca_system_score_gemma":0.0001441914,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0005588884,"about_ca_topic_score_gemma":0.0001708522,"domain_scores_codex":[0.9970601,0.00001243781,0.0007914861,0.001081409,0.0004208992,0.0006337005],"domain_scores_gemma":[0.9976425,0.0007784249,0.0001265101,0.001102949,0.00009641859,0.000253178],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.00002023433,0.0001686849,0.002482763,0.0002691547,0.0002983952,0.00009251131,0.0007429653,0.000755726,0.9941102,0.0000558582,0.0002266043,0.0007769248],"study_design_scores_gemma":[0.000315756,0.000007321916,0.000627848,0.0003472953,0.0001690357,0.00006703164,0.0005656684,0.003707741,0.9863439,0.00006159388,0.007226143,0.0005606393],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9903672,0.0006512954,0.0001910855,0.001030298,0.0001516607,0.0001363978,0.0001603583,0.0005471072,0.006764638],"genre_scores_gemma":[0.9905741,0.000086381,0.0002652025,0.00003863146,0.0003373399,0.0001724365,0.0005435238,0.0001288415,0.00785352],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.007766253,"threshold_uncertainty_score":0.9997274,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01325370732971596,"score_gpt":0.2820748671755626,"score_spread":0.2688211598458466,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}