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. 2025 Jun 3;5(4):257–263. doi: 10.1021/acsorginorgau.5c00034

1. Optimization of the Conditions for the Reaction of 2a .

graphic file with name gg5c00034_0006.jpg

entry NaBArF 24 (mol%) solvent additive 3a yield (%)
1 10 DCM   41
2 10 DCM   35
3 10 DCM   41
4 10 DCM 4Å MS 49
5 10 DCM 4Å MS 29
6 10 DCM 4Å MS 40
7 20 DCM 4Å MS 32
8 5 DCM 4Å MS 28
9 10 CHCl3 4Å MS 39
10 10 DCE 4Å MS 45
11 10 THF 4Å MS 18
12 10 MeCN 4Å MS 1
13 10 Acetone 4Å MS --
14 10 DCM 4Å MS 33
15 10 DCM 4Å MS 37
16 10 DCM 4Å MS 28
a

Conditions: NaBArF 24 (x mol%), 1b-Cl (1.0 equiv), 2a (0.2 mmol, 1.0 equiv), and 4Å MS (60 mg; 300 mg/mmol) as additive (if used) in the corresponding solvent [0.1 M] were reacted at r.t. (∼23 °C) for 72 h under argon atmosphere.

b

Isolated yield.

c

Use of 10 mol% of KBArF 20 as the catalyst.

d

Use of 1.5 equiv of 1b-Cl.

e

Addition of 180 mg (900 mg/mmol) of 4Å MS.

f

24 h reaction.

g

6 days reaction time.

h

Reaction at 0 °C.

i

Reaction at 40 °C.

j

Reaction at 80 °C.