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. 2023 Feb 13;8(7):6940–6944. doi: 10.1021/acsomega.2c07736

Table 1. Optimization of the Reaction Conditionsa.

2.

entry changes from the standard conditions yield (%)b
1 none 78
2 KI (0.2 equiv) as the catalyst trace
3 NaI (0.2 equiv) as the catalyst trace
4c I2 (0.2 equiv) as the catalyst 52
5 TBAI (0.2 equiv) as the catalyst 27
6 NIS (0.2 equiv) as the catalyst 47
7 I2 (0.1 equiv) as the catalyst 49
8 I2 (0.3 equiv) as the catalyst 53
9 DMF as the solvent 15
10 MeCN as the solvent 20
11 NMP as the solvent 43
12 toluene as the solvent trace
13 temp = 100 °C 45
14 temp = 140 °C 50
15 TBHP (2 equiv) 52
16 TBHP (4 equiv) 60
17 no catalyst trace
18 no oxidant trace
a

Reactions were performed on a 0.3 mmol scale, 1a (0.3 mmol) and 2a (0.54 mmol.).

b

Isolated yield.

c

2 equiv of TBHP was used.