{"id":"W2517392680","doi":"10.1021/acs.orglett.6b02249","title":"Palladium-Catalyzed Norbornene-Mediated Tandem Amination/Cyanation Reaction: A Method for the Synthesis of <i>ortho</i>-Aminated Benzonitriles","year":2016,"lang":"en","type":"article","venue":"Organic Letters","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":89,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Toronto","funders":"Natural Sciences and Engineering Research Council of Canada; Alphora Research","keywords":"Cyanation; Chemistry; Norbornene; Amination; Catalysis; Tandem; Palladium; Combinatorial chemistry; Organic chemistry; Polymer chemistry; Polymer; Polymerization","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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001571173,0.0005209508,0.000283678,0.000169232,0.0001820544,0.0002374059,0.0005215908,0.0002716882,0.000811705],"category_scores_gemma":[0.0001343503,0.000241858,0.0002055522,0.0001404504,0.0001934465,0.0004377841,0.000348367,0.0005002589,0.0005296569],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003771082,"about_ca_system_score_gemma":0.000364071,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0005703695,"about_ca_topic_score_gemma":0.00140456,"domain_scores_codex":[0.9998575,0.0000156375,0.00001103659,0.00004723622,0.00003839813,0.00003013903],"domain_scores_gemma":[0.9999423,0.000005853403,0.00001866346,0.000008209919,0.00001233833,0.00001252563],"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":[0.00003901912,0.00001960359,0.00007951046,0.00009748822,0.000009114471,0.00008933499,0.00002803883,0.0001570265,0.99359,0.0004139204,0.00006062246,0.005416406],"study_design_scores_gemma":[0.000008468935,0.00007794113,0.0002225768,0.000002933903,0.000007091233,0.0002019088,0.000006143761,0.0006052307,0.9957528,0.00004078894,0.003067545,0.000006565659],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.8650302,0.007128503,0.109015,0.0002680506,0.0001489013,0.0002089676,0.0004409413,0.0004722604,0.01728715],"genre_scores_gemma":[0.9627116,0.003553535,0.02706885,0.00004796544,0.00001780071,0.00006293332,0.0002568866,0.00007227091,0.006208153],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.000811705,"threshold_uncertainty_score":0.002736092,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01439487090941116,"score_gpt":0.257681951765047,"score_spread":0.2432870808556358,"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."}}