Figure 4: The two-step approach for transamidation with amino-acid derivatives.
From: A two-step approach to achieve secondary amide transamidation enabled by nickel catalysis
The scope of the transamidation was evaluated with various amino-acid derivatives to give products 32–37. Amide 29 was first Boc-activated with Boc2O (3.0 equiv), 4-(dimethylamino)pyridine (30 mol%) and CH3CN (0.20 M) at 50 °C for 19 h. The transamidation reactions were then carried out using Ni(cod)2 (5–10 mol%), SIPr (10–20 mol%), substrate (1.00 equiv), amine (1.2 equiv) and toluene (1.0 M) at 35 °C for 14 h. Yields shown reflect the average of two isolation experiments.
