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. 2021 Jun 8;12(26):9162–9167. doi: 10.1039/d1sc02090k

Optimization of the reaction conditionsa.

graphic file with name d1sc02090k-u1.jpg
Entry Cat. Base Solvent Yield
1 Ni(PPh3)2Cl2 Cs2CO3 DMF 67%
2 Pd(OAc)2 Cs2CO3 DMF 65%
3 Cu(OAc)2 Cs2CO3 DMF 65%
4 Co(OAc)2 Cs2CO3 DMF 63%
5 Cs2CO3 DMF 65%
6 KF DMF Trace
7 K3PO4 DMF Trace
8 K2CO3 DMF 48%
9 KOH DMF 52%
10 KOtBu DMF 46%
11 Et3N DMF Trace
12 Cs2CO3 CH3CN 18%
13 Cs2CO3 DME 23%
14 Cs2CO3 Toluene Trace
15 Cs2CO3 DCE Trace
16 Cs2CO3 Dioxane Trace
a

Reaction conditions: 1a (0.1 mmol, 1 equiv.), TMSCN (0.3 mmol, 3 equiv.), cat. (0 or 10 mol%), base (0.3 mmol, 3 equiv.) and solvent (1 mL), at 80 °C for 10 h; isolated yield.