Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
Org Lett. 2015 Jul 17;17(14):3394-7. doi: 10.1021/acs.orglett.5b01101. Epub 2015 Jul 6.
Readily available NHC-arylboranes (NHC-BH2Ar) are converted in high yield to stable NHC-difluoro(aryl)boranes (NHC-BF2Ar) by treatment with 2 equiv of 1-chloromethyl-4-fluoro-1,4-diazonia-bicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor). In turn, the NHC-difluoro(aryl)boranes participate directly in Suzuki reactions under conditions previously used for anionic trifluoroborate salts. Accordingly, NHC-difluoroboranes are a new class of stable precursors for Suzuki reactions.
容易获得的 NHC-芳基硼烷(NHC-BH2Ar)经与 2 当量的 1-氯甲基-4-氟-1,4-二氮杂双环[2.2.2]辛烷双(四氟硼酸盐)(Selectfluor)处理,高产率转化为稳定的 NHC-二氟(芳基)硼烷(NHC-BF2Ar)。反过来,NHC-二氟(芳基)硼烷在以前用于阴离子三氟硼酸盐的条件下直接参与 Suzuki 反应。因此,NHC-二氟硼烷是 Suzuki 反应的一类新的稳定前体。