{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Morales-Colon MT"],"funding":["NIBIB NIH HHS","Corteva Agriscience"],"pagination":["4493-4498"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8826451"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["23(11)"],"pubmed_abstract":["Nucleophilic aromatic fluorination (S<sub>N</sub>Ar) is among the most common methods for the formation of C(sp<sup>2</sup>)-F bonds. Despite many recent advances, a long-standing limitation of these transformations is the requirement for rigorously dry, aprotic conditions to maintain the nucleophilicity of fluoride and suppress the generation of side products. This report addresses this challenge by leveraging tetramethylammonium fluoride alcohol adducts (Me<sub>4</sub>NF·ROH) as fluoride sources for S<sub>N</sub>Ar fluorination. Through systematic tuning of the alcohol substituent (R), tetramethylammonium fluoride <i>tert-</i>amyl alcohol (Me<sub>4</sub>NF·<i>t-</i>AmylOH) was identified as an inexpensive, practical, and bench-stable reagent for S<sub>N</sub>Ar fluorination under mild an"],"journal":["Organic letters"],"pubmed_title":["Tetramethylammonium Fluoride Alcohol Adducts for S<sub>N</sub>Ar Fluorination."],"pmcid":["PMC8826451"],"funding_grant_id":["R01 EB021155"],"pubmed_authors":["Scott PJH","See YY","Bland DC","Sanford MS","Lee SJ","Morales-Colon MT"],"additional_accession":[]},"is_claimable":false,"name":"Tetramethylammonium Fluoride Alcohol Adducts for S<sub>N</sub>Ar Fluorination.","description":"Nucleophilic aromatic fluorination (S<sub>N</sub>Ar) is among the most common methods for the formation of C(sp<sup>2</sup>)-F bonds. Despite many recent advances, a long-standing limitation of these transformations is the requirement for rigorously dry, aprotic conditions to maintain the nucleophilicity of fluoride and suppress the generation of side products. This report addresses this challenge by leveraging tetramethylammonium fluoride alcohol adducts (Me<sub>4</sub>NF·ROH) as fluoride sources for S<sub>N</sub>Ar fluorination. Through systematic tuning of the alcohol substituent (R), tetramethylammonium fluoride <i>tert-</i>amyl alcohol (Me<sub>4</sub>NF·<i>t-</i>AmylOH) was identified as an inexpensive, practical, and bench-stable reagent for S<sub>N</sub>Ar fluorination under mild an","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Jun","modification":"2025-04-20T03:31:45.909Z","creation":"2025-04-20T03:31:45.909Z"},"accession":"S-EPMC8826451","cross_references":{"pubmed":["34029110"],"doi":["10.1021/acs.orglett.1c01490"]}}