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. 2023 Jul 11;88(14):9823–9834. doi: 10.1021/acs.joc.3c00467

Table 1. Optimization of the GBB-3CR Conditionsa.

graphic file with name jo3c00467_0009.jpg

entry catalyst solvent temperature ( °C) time yields (%)
1 Sc(OTf)3(0.2) MeOH r.t. 12 h 45
2 Sc(OTf)3(0.1) MeOH r.t. 12 h 49
3 Sc(OTf)3(0.2) MeOH 100 2 hb 39
4 Sc(OTf)3(0.1) MeOH 100 2 hb 60
5 Sc(OTf)3(0.1) MeOH 100 1 hb 51
6 Sc(OTf)3(0.1) MeOH 100 4 hb 44
7 Sc(OTf)3(0.1) MeOH 100 2 hc 49
8 Sc(OTf)3(0.1) EtOH 100 2 hb 53
9 Sc(OTf)3(0.1) toluene 100 2 hb 44
10 Sc(OTf)3(0.1) MeCN 100 2 hb 28
11 La(OTf)3 MeOH 100 2 hb 38
12 Gd(OTf)3 MeOH 100 2 hb 35
13 HClO4(0.15) MeOH r.t. 12 h 37
14 HClO4(0.15) MeOH 100 2 hb 34
15 AcOH(2) MeOH r.t. 12 h 20
a

Reaction conditions: 4d (0.5 mmol), 4e (0.6 mmol), 4f (0.6 mmol), catalyst (10 or 20 mmol %), and solvent (2 mL).

b

Microwave condition.

c

Conventional heating using aluminum heating blocks.