Rzayev Javid, Zhang Zhuan, Durand Natacha, Soulé Jean-François
Univ Rennes, CNRS, ISCR UMR 6226, F-35000 Rennes, France.
Org Lett. 2022 Sep 23;24(37):6755-6760. doi: 10.1021/acs.orglett.2c02514. Epub 2022 Sep 9.
We report an Rh(I)-catalyzed C-H bond alkylation of PhenCarPhos [-(2-(diphenylphosphaneyl)phenyl)carbazole] and some congener phosphine ligands with alkenes. The C-H bond functionalization occurred exclusively at the C1 position of the carbazolyl unit because the trivalent phosphine acts as a directing group. This protocol provides straightforward access to a large library of C1-alkyl substituted PhenCarPhos, which outperformed common commercial or unfunctionalized phosphines and their precursors in the Pd-catalyzed carbon dioxide-fixation reactions with propargylic amines.
我们报道了一种铑（I）催化的PhenCarPhos [-(2-(二苯基膦基)phenyl)咔唑] 及一些同类膦配体与烯烃的C-H键烷基化反应。由于三价膦作为导向基团，C-H键官能化仅发生在咔唑单元的C1位置。该方法为大量C1-烷基取代的PhenCarPhos库提供了直接的合成途径，在与炔丙基胺的钯催化二氧化碳固定反应中，其表现优于常见的商业或未官能化膦及其前体。
