Few studies have been performed on allenyl monofluorides, especially on aryl-substituted frames, due to concerns about their stability. Here we report a copper-catalyzed regioselective synthesis of such structures with inexpensive and accessible aryl boronic esters under mild conditions. Arylated allenyl monofluorides were stable enough to be isolated and easily converted to various other fluorine-containing blueprints. Preliminary asymmetric attempts demonstrate that the reaction could proceed via a selective β-fluorine elimination process.
Organic letters. 2023 Jun 23;25(24):4546-4550. doi: 10.1021/acs.orglett.3c01583 Q15.02025
Copper Catalyzed Defluoroarylation of gem-Difluoroallenes to Allenyl Monofluorides with Aryl Boronic Esters
铜催化下gem-二氟代烯炔与芳基硼酸酯的偶联反应：一步构建单氟代烯丙基化合物及茋类骨架 翻译改进
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DOI: 10.1021/acs.orglett.3c01583 PMID: 37288970
摘要 Ai翻译
Keywords：copper catalysis; defluoroarylation; gem-difluoroallenes; allenyl monofluorides; aryl boronic esters
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