{"id":"W4414756792","doi":"10.1021/acs.joc.5c01684","title":"Activation of <i>gem</i>-Dichloroacetamides and Epoxides Using Elemental Sulfur and Amines: A Route to Monothiooxalamides and α-Ketothioamides","year":2025,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Synthesis and Reactivity of Sulfur-Containing Compounds","field":"Chemistry","cited_by":0,"is_retracted":false,"has_abstract":true,"ca_institutions":"Centre for Drug Research and Development","funders":"National Science and Technology Council; National Tsing Hua University; Kaohsiung Medical University; Academia Sinica; National Sun Yat-sen University","keywords":"Regioselectivity; Epoxide; Amine gas treating; Sulfur; Ligand (biochemistry); Natural product; Chemical synthesis; Surface modification","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":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0005086826,0.0002101591,0.0004217871,0.00006339233,0.0001540361,0.00007008194,0.0001956251,0.0001100945,0.00004900871],"category_scores_gemma":[0.0003818276,0.0001572651,0.00005373664,0.0001387422,0.0002227203,0.0001924625,0.0001802421,0.0002548748,1.041886e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00009395112,"about_ca_system_score_gemma":0.00008971418,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00006614409,"about_ca_topic_score_gemma":0.000006577286,"domain_scores_codex":[0.9988981,0.00002550446,0.0005046576,0.0001734181,0.0002188318,0.0001794442],"domain_scores_gemma":[0.998547,0.0005875265,0.0004591522,0.0002003007,0.000117317,0.00008874433],"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":[0.0002175696,0.00004760003,0.01360655,0.0003220447,0.0001955392,0.000002754695,0.0009215581,0.000005823891,0.9816489,0.000007403443,0.00002688507,0.002997347],"study_design_scores_gemma":[0.0006529351,0.00003015939,0.006047448,0.0007570399,0.0001976737,0.0002878832,0.005581785,0.0001047075,0.9857951,0.0002609586,0.0001360724,0.0001482354],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9970655,0.001408886,0.0001907851,0.0007042939,0.00002797371,0.00004853766,0.00000467574,0.00001275668,0.0005366173],"genre_scores_gemma":[0.9985793,0.0004302309,0.0005774242,0.0000725322,0.0001034754,8.349856e-7,8.840656e-7,0.00001956117,0.0002157488],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.007559105,"threshold_uncertainty_score":0.6413084,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01144576912561758,"score_gpt":0.2374789589141534,"score_spread":0.2260331897885358,"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."}}