{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["59(30)"],"submitter":["Harenberg JH"],"funding":["Studienstiftung des Deutschen Volkes","Deutsche Forschungsgemeinschaft"],"pubmed_abstract":["We report the preparation of lithium-salt-free KDA (potassium diisopropylamide; 0.6 m in hexane) complexed with TMEDA (N,N,N',N'-tetramethylethylenediamine) and its use for the flow-metalation of (hetero)arenes between -78 °C and 25 °C with reaction times between 0.2 s and 24 s and a combined flow rate of 10 mL min<sup>-1</sup> using a commercial flow setup. The resulting potassium organometallics react instantaneously with various electrophiles, such as ketones, aldehydes, alkyl and allylic halides, disulfides, Weinreb amides, and Me<sub>3</sub> SiCl, affording functionalized (hetero)arenes in high yields. This flow procedure is successfully extended to the lateral metalation of methyl-substituted arenes and heteroaromatics, resulting in the formation of various benzylic potassium organom"],"journal":["Angewandte Chemie (International ed. in English)"],"pagination":["12321-12325"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC7383875"],"repository":["biostudies-literature"],"pubmed_title":["Preparation of Functionalized Aryl, Heteroaryl, and Benzylic Potassium Organometallics Using Potassium Diisopropylamide in Continuous Flow."],"pmcid":["PMC7383875"],"pubmed_authors":["Harenberg JH","Weidmann N","Knochel P"],"additional_accession":[]},"is_claimable":false,"name":"Preparation of Functionalized Aryl, Heteroaryl, and Benzylic Potassium Organometallics Using Potassium Diisopropylamide in Continuous Flow.","description":"We report the preparation of lithium-salt-free KDA (potassium diisopropylamide; 0.6 m in hexane) complexed with TMEDA (N,N,N',N'-tetramethylethylenediamine) and its use for the flow-metalation of (hetero)arenes between -78 °C and 25 °C with reaction times between 0.2 s and 24 s and a combined flow rate of 10 mL min<sup>-1</sup> using a commercial flow setup. The resulting potassium organometallics react instantaneously with various electrophiles, such as ketones, aldehydes, alkyl and allylic halides, disulfides, Weinreb amides, and Me<sub>3</sub> SiCl, affording functionalized (hetero)arenes in high yields. This flow procedure is successfully extended to the lateral metalation of methyl-substituted arenes and heteroaromatics, resulting in the formation of various benzylic potassium organom","dates":{"release":"2020-01-01T00:00:00Z","publication":"2020 Jul","modification":"2025-04-19T23:03:15.285Z","creation":"2025-04-19T23:03:15.285Z"},"accession":"S-EPMC7383875","cross_references":{"pubmed":["32216119"],"doi":["10.1002/anie.202003392"]}}