{"id":"W2923350203","doi":"10.1021/acs.orglett.9b00591","title":"Dearomatization–Rearomatization Strategy for Reductive Cross-Coupling of Indoles with Ketones in Water","year":2019,"lang":"en","type":"article","venue":"Organic Letters","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":48,"is_retracted":false,"has_abstract":true,"ca_institutions":"McGill University; Centre in Green Chemistry and Catalysis","funders":"Joint Research Centre; Natural Sciences and Engineering Research Council of Canada; Fundamental Research Funds for the Central Universities; Recruitment Program of Global Experts; Fonds Québécois de la Recherche sur la Nature et les Technologies; E.B. Eddy Endowment Fund; Ministry of Education of the People's Republic of China; Canada Research Chairs; Canada Foundation for Innovation; Science and Technology Department of Gansu Province; Lanzhou University","keywords":"Chemistry; Alkylation; Indole test; Steric effects; Nucleophile; Electrophile; Reagent; Nitrogen atom; Molecule; Combinatorial chemistry; Organic chemistry; Computational chemistry; Medicinal chemistry; Catalysis; Group (periodic table)","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":[0.0001855254,0.0005810678,0.0002433268,0.0002009919,0.0001921692,0.0001331475,0.0003487741,0.0002918429,0.001665605],"category_scores_gemma":[0.00009697807,0.0001855645,0.0002551594,0.0001904774,0.0001839055,0.0004967634,0.0003442052,0.0007041358,0.0005727303],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001915392,"about_ca_system_score_gemma":0.0002752852,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0007938115,"about_ca_topic_score_gemma":0.001916505,"domain_scores_codex":[0.9998326,0.00001610722,0.00001026158,0.00004319795,0.0000314646,0.00006632228],"domain_scores_gemma":[0.9999557,0.000005540433,0.00001547904,0.000005629603,0.000009227491,0.000008546577],"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":[0.0000554606,0.00005551886,0.0000688345,0.0001222318,0.00001126726,0.0002886816,0.00008302209,0.0002360032,0.9930553,0.0008402593,0.0003721724,0.004811294],"study_design_scores_gemma":[0.00001793364,0.0002967334,0.0003833585,0.000006410859,0.00001075871,0.0002035754,0.00002575898,0.0009669647,0.9925724,0.0001290572,0.005372075,0.00001485937],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.868347,0.004086003,0.1057495,0.000581902,0.0002464506,0.0004415209,0.0006303525,0.0006537037,0.01926362],"genre_scores_gemma":[0.9749675,0.002231442,0.01407892,0.0001358752,0.00002278744,0.0001109234,0.0003093061,0.00004583887,0.008097414],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001665605,"threshold_uncertainty_score":0.005571961,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01477383417110699,"score_gpt":0.2693646611263477,"score_spread":0.2545908269552407,"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."}}