{"id":"W2000655631","doi":"10.1021/ol8021403","title":"Syntheses of Substituted 3-Methyleneisoindolin-1-ones By a Palladium-Catalyzed Sonogashira Coupling−Carbonylation−Hydroamination Sequence in Phosphonium Salt-Based Ionic liquids","year":2008,"lang":"en","type":"article","venue":"Organic Letters","topic":"Synthesis and pharmacology of benzodiazepine derivatives","field":"Chemistry","cited_by":146,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Ottawa","funders":"","keywords":"Chemistry; Hydroamination; Sonogashira coupling; Carbonylation; Phosphonium; Phosphonium salt; Palladium; Catalysis; Combinatorial chemistry; Salt (chemistry); Organic chemistry; Ionic liquid; Ionic bonding; Ion; Carbon monoxide","routes":{"ca_aff":true,"ca_fund":false,"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":[0.0001690533,0.0005154897,0.0003902255,0.0003228484,0.0001903338,0.0002504777,0.000485847,0.0002195073,0.001522343],"category_scores_gemma":[0.0001907406,0.0002838671,0.0002455202,0.0002514036,0.0001913422,0.0003186332,0.0002706732,0.0005787706,0.001173012],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002929108,"about_ca_system_score_gemma":0.0005223064,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003949314,"about_ca_topic_score_gemma":0.00138684,"domain_scores_codex":[0.9998895,0.00001694909,0.00001617749,0.00001897749,0.00003021658,0.00002811729],"domain_scores_gemma":[0.9998893,0.00001581243,0.00003570485,0.00001414249,0.00002051986,0.0000245103],"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":[0.00009416507,0.00004301975,0.0001080633,0.0001879542,0.00001203452,0.0003205445,0.00008932561,0.0003125257,0.9874837,0.0007610184,0.0001079799,0.01047969],"study_design_scores_gemma":[0.00004667009,0.0005727757,0.0005378415,0.00001114085,0.00002740241,0.0005518851,0.00002464634,0.0004930969,0.9887904,0.0001042007,0.008817695,0.000022269],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9237829,0.008390721,0.04852957,0.0002156654,0.0001577209,0.0005425635,0.001018897,0.0005290568,0.01683288],"genre_scores_gemma":[0.9430577,0.008739679,0.03793534,0.0001121747,0.00004335374,0.0002890857,0.0007455345,0.0001236946,0.00895337],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001522343,"threshold_uncertainty_score":0.00509268,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02405078999131957,"score_gpt":0.2479757112633042,"score_spread":0.2239249212719846,"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."}}