{"id":"W4415395004","doi":"10.1021/acs.joc.5c01886","title":"A Three-Component Path to Amino Thiadiazoles and Amino Oxadiazoles via a Nitrilium Ylide","year":2025,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Click Chemistry and Applications","field":"Chemistry","cited_by":2,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Toronto","funders":"Natural Sciences and Engineering Research Council of Canada; Canada Research Chairs","keywords":"Ylide; Tetrazole; Path (computing); Thiadiazoles; Scope (computer science); Retrosynthetic analysis; Key (lock)","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":[0.000227164,0.0005991234,0.0002257542,0.000246861,0.0002423245,0.0002839478,0.0005172271,0.0004408436,0.002081576],"category_scores_gemma":[0.0001484251,0.0002668188,0.0002885132,0.0002317991,0.0002947255,0.0004952609,0.0005661435,0.0008436808,0.001244254],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0004701483,"about_ca_system_score_gemma":0.0005382605,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0005497165,"about_ca_topic_score_gemma":0.00119864,"domain_scores_codex":[0.9998697,0.0000128943,0.00001133681,0.00003698766,0.0000282295,0.00004081849],"domain_scores_gemma":[0.9999257,0.000007928176,0.00002613895,0.000009815708,0.00001231339,0.00001817727],"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":[0.0001186357,0.00009848976,0.0001893872,0.000282054,0.0000239582,0.0005893852,0.0001368924,0.00043475,0.9804342,0.004926717,0.001053019,0.01171251],"study_design_scores_gemma":[0.00004599058,0.0007596178,0.000662492,0.0000166291,0.00002792125,0.0007849383,0.00003004165,0.001046749,0.9715801,0.000315417,0.02470388,0.00002622254],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.7634737,0.006730214,0.1829218,0.001357499,0.000733251,0.0008034309,0.001280766,0.002689643,0.04000957],"genre_scores_gemma":[0.9438436,0.00272013,0.0353042,0.0002438636,0.0000486058,0.0002674867,0.0004353604,0.00006932914,0.01706739],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002081576,"threshold_uncertainty_score":0.006963551,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.007796201772996429,"score_gpt":0.2293536712816613,"score_spread":0.2215574695086649,"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."}}