Table 4.

Tunable Amination of C=C and C‒H Bonds^*

^*A: 10 mol % of AgOTf, 12 mol % of ^tBu₃tpy, HfsNH₂ (0.25 mmol), 3.5 equiv of PhIO, CH₂Cl₂, 4 Å MS, 4 h, rt. I: 10 mol % of AgOTf, 12 mol % of tpa, DfsNH₂ (0.25 mmol). 1.2 equiv of PhIO, CH₂Cl₂ 4 Å MS, 1 h, rt.

^aIsolated yields.

^bAziridine was opened with MeOH.

^cFormation of the epoxide as the major product.

^d56% NMR yield of aziridine, isolated as the aldehyde in 51% yield.

^eTransposition of the allylic bond was noted to give the trisubstituted alkene as the product. The ratio of expected to allylic product was approximately 1:1, while transposition was highly dominant for 17.