Synthesis of C(3) SCF<sub>3</sub>‑Substituted\nPyrrolidinoindoline by P<sup>III</sup>/P<sup>V</sup> Redox Catalysis\nUsing CF<sub>3</sub>SO<sub>2</sub>Cl as Electrophilic CF<sub>3</
This work reports a method for the\ncatalytic synthesis of C(3)\nSCF<sub>3</sub>-substituted pyrrolidinindoline using a small-ring\norganophosphorus-based catalyst and a hydrosilane reductant, with\ntrifluoromethanesulfonyl chloride as the electrophilic SCF<sub>3</sub> reagent. This method can drive the conversion of tryptamine to the\nC(3) SCF<sub>3</sub>-substituted pyrrolidine indoline. The readily\navailable, inexpensive trifluoromethanesulfonyl chloride could be\nactivated as an electrophilic SCF<sub>3</sub> source by P<sup>III</sup>/P<sup>V</sup> redox catalysis and could efficiently participate\nin the reaction of tryptamines, thus providing various substituted\nC(3) SCF<sub>3</sub>-substituted pyrrolidinoindoline in moderate to\nexcellent yields. This presented strategy features a broad substrate\nscope, and the structure has value for in-depth research.
Publication Details
- Journal
- Figshare
- Published
- 2024-08-04
- DOI
- https://doi.org/10.1021/acs.joc.4c01276.s001
- Primary Topic
- Mycorrhizal Fungi and Plant Interactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00