{"doi":"10.1002/chem.202204004","title":"Broad‐scope Syntheses of [<sup>11</sup>C/<sup>18</sup>F]Trifluoromethylarenes from Aryl(mesityl)iodonium Salts","abstract":"Abstract Efficient methods for labeling aryl trifluoromethyl groups to provide novel radiotracers for use in biomedical research with positron emission tomography (PET) are keenly sought. We report a broad‐scope method for labeling trifluoromethylarenes with either carbon‐11 ( t 1/2 =20.4 min) or fluorine‐18 ( t 1/2 =109.8 min) from readily accessible aryl(mesityl)iodonium salts. In this method, the aryl(mesityl)iodonium salt is treated rapidly with no‐carrier‐added [ 11 C]CuCF 3 or [ 18 F]CuCF 3 . The mesityl group acts as a spectator allowing radiolabeled trifluoromethylarenes to be obtained with very high chemoselectivity. Radiochemical yields from aryl(mesityl)iodonium salts bearing either electron‐donating or electron‐withdrawing groups at meta ‐ or para ‐ position are good to excellent (67–96 %). Ortho ‐substituted and otherwise sterically hindered trifluoromethylarenes still give good yields (15–34 %). Substituted heteroaryl(mesityl)iodonium salts are also viable substrates. The broad scope of this method was further exemplified by labeling a previously inaccessible target, [ 11 C] p ‐trifluoromethylphenyl boronic acid, as a potentially useful labeling synthon. In addition, fluoxetine, leflunomide, and 3‐trifluoromethyl‐4‐aminopyridine, as examples of small drug‐like molecules and candidate PET radioligands, were successfully labeled in high yields (69–81 %).","journal":"Chemistry - A European Journal","year":2023,"id":336808,"datarank":0.44166584687496613,"base_score":2.9444389791664403,"endowment":2.9444389791664403,"self_citation_contribution":0.44166584687496613,"citation_network_contribution":0.0,"self_endowment_contribution":0.44166584687496613,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":18,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9533,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2023-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":420082,"name":"Susovan Jana","orcid":"0000-0001-9910-347X","position":1,"is_corresponding":false},{"id":394489,"name":"Mohammad B. Haskali","orcid":"0000-0003-3084-2084","position":2,"is_corresponding":false},{"id":416622,"name":"Bo Yeun Yang","orcid":"0000-0002-8516-6426","position":3,"is_corresponding":false},{"id":399700,"name":"Jimmy E. Jakobsson","orcid":"0000-0002-5266-0591","position":4,"is_corresponding":false},{"id":1067739,"name":"Qunchao Zhao","orcid":"0000-0001-8999-7713","position":5,"is_corresponding":false},{"id":353532,"name":"Karla M. Ramos‐Torres","orcid":"0000-0002-4657-2237","position":6,"is_corresponding":false},{"id":353533,"name":"Pedro Brugarolas","orcid":"0000-0002-7455-2743","position":7,"is_corresponding":false},{"id":342697,"name":"Victor W. Pike","orcid":"0000-0001-9032-2553","position":8,"is_corresponding":false},{"id":348139,"name":"Sanjay Telu","orcid":"0000-0001-5300-8725","position":0,"is_corresponding":true}],"reference_count":81,"raw_metadata":{"citation_network_status":"fetched"},"created_at":"2026-07-19T01:10:21.947540Z","pmid":"36652272","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":[]}