Abstract
We report a simple protocol for the transformation of C(sp(3)) -C(sp(3)) to C(sp(3)) -N in homobenzylic sulfonamides in combination with N-iodoimides to form gem-diamino derivatives. The reaction exhibits a wide functional group tolerance and allows the incorporation of bioactive-derived fragments. The mechanistic insights provided by control experiments and DFT calculations suggest that an imine intermediate is formed after C-C bond cleavage.