Skip to main content
. 2022 Oct 27;13(44):13117–13121. doi: 10.1039/d2sc04913a

Optimization of the reaction conditionsa.

graphic file with name d2sc04913a-u1.jpg
Entry Variation from the standard conditions Yieldbb (%)
1 None 99
2 Without the ligand Trace
3 L2 instead of L1 n.r.
4 L3 instead of L1 n.r.
5 L4 instead of L1 73
6 Without LiOtBu 75
7 Air instead of N2 20
8 Commercial CH3CN instead of anhydrous CH3CN 73
9 25 °C instead of 40 °C 96
10 60 °C instead of 40 °C 40
graphic file with name d2sc04913a-u2.jpg
a

Reaction was performed with 1a (0.4 mmol, 2 equiv.), NFSI (2, 0.5 mmol, 2.5 equiv.), 3a (0.2 mmol), Cu(CH3CN)4PF6 (0.02 mmol, 10 mol%), ligand (0.024 mmol, 12 mol%) and LiOtBu (0.2 mmol, 1 equiv.) in anhydrous CH3CN (2 mL) under a N2 atmosphere.

b

Yield was determined by 1H NMR with α-methylstyrene as an internal standard. n.r. = no reaction.