{"doi":"10.1021/jacs.5c15431","title":"Electronic Activation Enables the Borylation of Alkyl C–H Bonds in Saturated Nitrogen Heterocycles","abstract":"Catalytic functionalization of C-H bonds is a valuable strategy for the synthesis and diversification of organic compounds. The catalytic borylation of heteroaromatic C-H bonds is well established, but the analogous borylation of alkyl C-H bonds in saturated heterocycles remains underdeveloped. Reactions with improved catalysts recently reported for the borylation of alkyl C-H bonds occurred with a narrow range of such nitrogen heterocycles. Here, we describe a broadly applicable approach to activate C-H bonds in saturated nitrogen heterocycles for iridium-catalyzed borylation by installing a group on nitrogen that increases the reactivity of specific C-H bonds. Mechanistic studies reveal that the electron withdrawing groups accelerate the rate of borylation by enhancing the energetics of multiple steps within the catalytic cycle.","journal":"Journal of the American Chemical Society","year":2025,"id":514617,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":8,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.945,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2025-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":1377334,"name":"R.L. Zheng","orcid":"0009-0004-1531-7227","position":1,"is_corresponding":false},{"id":242487,"name":"Isaac Furay Yu","orcid":"0000-0001-9659-2204","position":2,"is_corresponding":false},{"id":1049254,"name":"Melody J. Tang","orcid":null,"position":3,"is_corresponding":false},{"id":1228294,"name":"Chris La","orcid":"0000-0002-9982-133X","position":4,"is_corresponding":false},{"id":1245963,"name":"Richard T. Wetterer","orcid":"0009-0003-4728-0580","position":5,"is_corresponding":false},{"id":242491,"name":"John F. Hartwig","orcid":"0000-0002-4157-468X","position":6,"is_corresponding":false},{"id":578261,"name":"Kyan A. D’Angelo","orcid":"0000-0002-9688-5143","position":0,"is_corresponding":true}],"reference_count":69,"raw_metadata":null,"created_at":"2026-07-19T02:48:29.165853Z","pmid":"41217450","pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}