{"doi":"10.1126/science.adr0771","title":"Photochemical phosphorus-enabled scaffold remodeling of carboxylic acids","abstract":"The excitation of carbonyl compounds by light to generate radical intermediates has historically been restricted to ketones and aldehydes; carboxylic acids have been overlooked because of high energy requirements and low quantum efficiency. A successful activation strategy would necessitate a bathochromic shift in the absorbance profile, an increase in triplet diradical lifetime, and ease of further functionalization. We present a single-flask transformation of carboxylic acids to acyl phosphonates that can access synthetically useful triplet diradicals under visible light or near-ultraviolet irradiation. The use of phosphorus circumvents unproductive Norrish type I processes, promoting selectivity that enables hydrogen-atom transfer reactivity. Use of this strategy promotes the efficient scaffold remodeling of carboxylic acids through various annulation, contraction, and expansion manifolds.","journal":"Science","year":2024,"id":420513,"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":34,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.955,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2024-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":1212634,"name":"Meemie U. Hwang","orcid":null,"position":1,"is_corresponding":false},{"id":845670,"name":"Ángel Rentería‐Gómez","orcid":"0000-0002-9411-8805","position":2,"is_corresponding":false},{"id":1201261,"name":"Poulami Mukherjee","orcid":"0000-0002-2876-7612","position":3,"is_corresponding":false},{"id":1211925,"name":"Ryan M. Young","orcid":"0000-0002-5108-0261","position":4,"is_corresponding":false},{"id":1211926,"name":"Yunfan Qiu","orcid":"0000-0002-4666-1424","position":5,"is_corresponding":false},{"id":258620,"name":"Michael R. Wasielewski","orcid":"0000-0003-2920-5440","position":6,"is_corresponding":false},{"id":348357,"name":"Osvaldo Gutiérrez","orcid":"0000-0001-8151-7519","position":7,"is_corresponding":false},{"id":366181,"name":"Karl A. Scheidt","orcid":"0000-0003-4856-3569","position":8,"is_corresponding":false},{"id":1086392,"name":"Qiupeng Peng","orcid":"0000-0002-5501-3947","position":0,"is_corresponding":true}],"reference_count":58,"raw_metadata":null,"created_at":"2026-07-19T01:57:31.041511Z","pmid":"39325876","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":[]}