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. Author manuscript; available in PMC: 2023 Feb 1.
Published in final edited form as: Adv Synth Catal. 2021 Dec 1;364(3):518–524. doi: 10.1002/adsc.202101354

Table 1.

Optimization of reaction conditions.

graphic file with name nihms-1796146-t0002.jpg
entry Az Base [M] 2 Yield (%)a,b
1 1 Cs2CO3 0.1 2a 29
2 2 Cs2CO3 0.1 2a 20
3 1 CsOAc 0.1 2a 32
4 1 K2CO3 0.1 2a 22
5 1 CsOAc 0.1 2b 48c
6 1 CsOAc 0.05 2b 48c
7 1 CsOAc 0.1 2b 68d
8 1 CsOAc 0.05 2b 97 (90)d
9 1 CsOAc 0.05 2b tracee
10 1 CsOAc 0.05 2b 0f
11 - CsOAc 0.05 2b (30)
12 1 CsOAc 0.05 2b 0g
graphic file with name nihms-1796146-t0003.jpg
[a]

Reaction conditions unless otherwise stated: 1a (0.3 mmol), 2 (0.1 mmol), Az (0.015 mmol), base (0.2 mmol), styrene 3a (0.3 mmol), PC (5 μmol), and solvent (0.1 M) for 24 h.

[b]

1H NMR yield using 1,3,5-trimethoxybenzene as internal standard (0.33 equiv.) and yield of isolated product is given in parenthesis.

[c]

1a (0.3 mmol), 2 (0.2 mmol), 3a (0.1 mmol).

[d]

1a (0.3 mmol), 2 (0.5 mmol), 3a (0.1 mmol).

[e]

same conditions as [d] except benzoyl fluoride used as acyl starting material (0.3 mmol).

[f]

absence of PC-1.

[g]

no light.