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. 2023 Apr 16;28(8):3513. doi: 10.3390/molecules28083513

Table 3.

LSA-Sc3+ catalyzed electrophilic ring-opening reactions of 2-butoxy-3,4-dihydropyrans with indoles [33] 1.

graphic file with name molecules-28-03513-i002.jpg
Entry R1 R2 R3 R4 Yield (%) 2
1 OEt Me H H 89 (88)
2 OEt Me Br H 86
3 OEt Ph H H 89
4 OEt Ph Br H 63
5 OMe Me H H 87
6 OMe Me H Me 80
7 OMe Me Br H 90
8 Me Me H H 95
9 Me Me Br H 96
10 OCH2CH2OMe Me H H 87

1 Reaction conditions: 2-butoxy-3,4-dihydropyran derivative (0.5 mmol), indole derivative (1.25 mmol), LSA-Sc3+ (10 mol%), CH3CN2 (1 mL), 100 °C, 11 h. Isolated yields. The yield in parentheses shows reuse of the catalyst in the third run. 2 Isolated yield.