biostudies-literatureUnknown59(30)Harenberg JHStudienstiftung des Deutschen VolkesDeutsche ForschungsgemeinschaftWe 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^-1 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 Me₃ 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 organomAngewandte Chemie (International ed. in English)12321-12325https://www.ebi.ac.uk/biostudies/studies/S-EPMC7383875biostudies-literaturePreparation of Functionalized Aryl, Heteroaryl, and Benzylic Potassium Organometallics Using Potassium Diisopropylamide in Continuous Flow.PMC7383875Harenberg JHWeidmann NKnochel PfalsePreparation of Functionalized Aryl, Heteroaryl, and Benzylic Potassium Organometallics Using Potassium Diisopropylamide in Continuous Flow.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^-1 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 Me₃ 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 organom2020-01-01T00:00:00Z2020 Jul2025-04-19T23:03:15.285Z2025-04-19T23:03:15.285ZS-EPMC73838753221611910.1002/anie.202003392