Table 5.
Preparation of derivatives 22a–e by formylation of octahydropyrrolo[3,4-e]indole-1,3-diones 9.a
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entry | 9 | R1 | R2 | T (°C) | t (h) | 22 (%)b |
1 | 9f | CN | Bn | 40 | 1 | 22a (95) |
2 | 9h | CO2Me | CH2C6H4-2-Br | 0 | 3 | 22b (88) |
3 | 9l | CO2Me | CH2C6H2-2-Br-4,5-(OMe)2 | 0 | 2 | 22c (89) |
4 | 9o | CO2Me | allyl | 25 | 2 | 22d (84) |
5 | 9p | CO2Me | propargyl | 25 | 2 | 22e (80) |
aReagents: 9 (1.0 mol equiv), POCl3 (1.2 mol equiv) and DMF (1.2 mol equiv). bAfter purification by column chromatography.