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. Author manuscript; available in PMC: 2023 Oct 13.
Published in final edited form as: Chem Commun (Camb). 2022 Oct 13;58(82):11523–11526. doi: 10.1039/d2cc03794g

Table 1.

Optimization of Reaction Conditions

graphic file with name nihms-1836140-t0006.jpg
entry reagent solvent T[°C] time
[h]
yield[%]b
1 2a CHCl3 70 6 0c
2 2b CHCl3 70 6 14
3 2b CHCl3 90 6 45
4 2b CHCl3 90 12 70
5 2b PhCH3 90 12 27
6 2b PhCF3 90 12 50
7 2b CH3CN 90 12 13
8 2b DCE 90 12 73 (68)d
9 2b e DCE 90 12 68
10 2c DCE 90 12 41
11 2d DCE 90 12 14
12 2b f DCE 90 12 39
a

Conditions: 0.1 mmol 1i, 0.1 mmol 2, 0.5 mL solvent (0.2 M).

b

Yield determined by 1H NMR using 1,1,2,2-tetrachloroethane as the internal standard.

c

No reaction.

d

Isolated yield from 0.2 mmol scale reaction.

e

Using 2b stored in the desiccator for 1 month and DCE stored on the benchtop.

f

0.02 mmol (20 mol %) 2b used.