{"id":"W4383998393","doi":"10.1021/acs.orglett.3c01941","title":"Pd-Catalyzed Domino Narasaka–Heck/C–H Activation/Amination Reactions: Synthesis of Bis-heterocyclic Spirocycles","year":2023,"lang":"en","type":"article","venue":"Organic Letters","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":20,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Toronto","funders":"Natural Sciences and Engineering Research Council of Canada; Mitacs; Kennarshore; University of Toronto","keywords":"Chemistry; Domino; Catalysis; Indoline; Amination; Heck reaction; Combinatorial chemistry; Cascade reaction; Reductive amination; Organic synthesis; Organic chemistry; Palladium","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":[0.0003667142,0.0002529171,0.0003231707,0.0003947305,0.0001706659,0.00004903811,0.000301132,0.0001656476,0.002869489],"category_scores_gemma":[0.001421488,0.0002760755,0.000159357,0.001060454,0.0001194667,0.0003548847,0.00009393939,0.0001864072,0.0003372382],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003261968,"about_ca_system_score_gemma":0.0000628476,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00007229316,"about_ca_topic_score_gemma":0.000006224205,"domain_scores_codex":[0.9979802,0.00006691421,0.0006353916,0.0004754395,0.0005380372,0.0003040491],"domain_scores_gemma":[0.9976334,0.001092363,0.0004358214,0.0006401648,0.0001118417,0.00008643146],"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":[0.0000399167,0.00005979242,0.0008207227,0.0001995187,0.000125284,0.000003580575,0.0001591034,0.0001095223,0.9922357,0.0001252478,0.003495148,0.002626512],"study_design_scores_gemma":[0.0005430804,0.000004076234,0.005573404,0.0001164059,0.000104351,0.00001786994,0.0002992788,0.0003006932,0.9875517,0.00009140386,0.005119979,0.0002777296],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9878386,0.00001538045,0.006314313,0.003907242,0.0002978982,0.000134415,0.00004194846,0.0004294004,0.001020756],"genre_scores_gemma":[0.9967018,0.00004592781,0.0009855209,0.0003250358,0.0003096915,0.00009039065,0.0003683436,0.0000865246,0.001086728],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00886319,"threshold_uncertainty_score":0.9999691,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02095907626736725,"score_gpt":0.2658659038677786,"score_spread":0.2449068276004114,"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."}}