TY - JOUR AU - Corneliussen, Nicklas P.; Grove, Ebbe K.; Schøler, Anne-Sofie O.; Andersen, Anton H.; Donslund, Aske S.; Neumann, Karoline T.; Skrydstrup, Troels TI - Nickel-Catalyzed Carbonylative Coupling of Alkylzinc Reagents and α-Bromo-α,α-difluoroacetamides SN - 0936-5214 SN - 1437-2096 PY - 2023 JO - Synlett JF - Synlett LA - EN VL - 34 IS - 12 SP - 1452 EP - 1456 DA - 2023/03/10 ET - 2023/02/15 KW - nickel catalysis KW - isotopic labeling KW - carbonylation KW - difluoro keto amides KW - alkyl nucleophiles KW - cross-coupling AB - We report a nickel-catalyzed carbonylative cross-coupling of alkyl zinc reagents with α,α-difluorobromoacetamides to obtain α,α,-difluoro-β-ketoamides in moderate to good yields. The reaction is catalyzed by a bench-stable nickel(II) pincer complex, in contrast to other reports involving palladium catalysts. The carbonylative reaction is performed in a two-chamber system (COware) in which carbon monoxide (CO) is generated ex situ from the solid precursor SilaCOgen, and then consumed in the adjacent chamber. The reaction operates at low temperatures using near-stoichiometric amounts of CO. Isotopically labeled products can be effortlessly accessed, as demonstrated by using 13C-labeled SilaCOgen. PB - Georg Thieme Verlag KG DO - 10.1055/a-2036-4809 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-2036-4809 ER -