Table 3. Scope of Sulfone-Substituted Glutaric Anhydride 3b with Various Imines.
entry | product | R1 | R2 | yield |
---|---|---|---|---|
1 | 13a | CH3 | Ph | 80%b |
2 | 13b | i-Pr | Ph | 84% |
3 | 13c | Bn | Ph | 85%b |
4 | 13d | CH2CCH | Ph | 74%b |
5 | 13e | CH2CH=CH2 | Ph | 89%b |
6 | 13f | Ph | Ph | 72%b |
7 | 13g | n-Pr | Ph | 91%b |
8 | 13h | i-Pr | (E)-PhCHCH | 68% |
9 | 13i | n-Pr | 4-MeOC6H4 | 69% |
10 | 13j | n-Pr | 4-ClC6H4 | 87%b |
11 | 13k | n-Pr | 2-EtC6H4 | 61%b |
12 | 13l | n-Pr | 3,5-(MeO)2C6H3 | 64% |
13 | 13m | n-Pr | 2-furyl | 75% |
Determined by 1H NMR spectroscopy.
Yield using commercially available or purified imine.