| Autor: |
Li P; Discovery Chemistry, Genentech, Inc., 1 DNA Way, South San Francisco, California 94080, United States., Zbieg JR; Discovery Chemistry, Genentech, Inc., 1 DNA Way, South San Francisco, California 94080, United States., Terrett JA; Discovery Chemistry, Genentech, Inc., 1 DNA Way, South San Francisco, California 94080, United States. |
| Abstrakt: |
Herein, we describe a method for the direct decarboxylative C-N coupling of carboxylic acids with a range of nitrogen nucleophiles. This platform employs visible-light-mediated photoredox catalysis and an iodine(III) reagent to generate carbocation intermediates directly from aliphatic carboxylic acids via a radical-polar crossover mechanism. A variety of C-N bond-containing products are constructed from a diverse array of nitrogen heterocycles, including pyrazoles, imidazoles, indazoles, and purine bases. Furthermore, sulfonamides, ureas, and carbamates can also be utilized as the nucleophile to generate a selection of N -alkylated products. Notably, a two-step approach to construct free amines directly from carboxylic acids is accomplished using Cbz-protected amine as the nucleophile. |
