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. 2021 Jul 1;8(19):5531–5549. doi: 10.1039/d1qo00699a

Reaction conditions for the functionalisation of aliphatic crown ethers with aromatic bases.

CE N-aromatic base Init. Solv. t (h) T (°C) Yield (%) [Prod]ref
3 2-Methylquinoline FeSO4 DMSO 1 RT 70–90 [32] 65a
3 Quinoxaline TiCl3 H2O RT — [29] 65b
3 2-Methylquinoline TiCl3 H2O RT — [32] 65b
3 2,6-Lutidine TiCl3 H2O RT — [32] 65b
3 4-Methylquinoline TiCl3 H2O RT — [29] 65b
3 Quinoline FeSO4 DMSO 0.5 RT 20 [19] 65c 30 [32] 65c
3 Quinoxaline FeSO4 DMSO 0.5 RT 85 [29] 65c
3 2-Methylquinoline FeSO4 DMSO 1 RT 65 [32] 65d
1 2-Methylquinoline FeSO4 DMSO 1 RT 69 [30] 65d
2 2-Methylquinoline FeSO4 DMSO 1 RT 65 [31] 65d
3 4-Methylquinoline EDC 23 40 71 [29] 66
2 4-Methylquinoline EDC 23 40 61 [28]66
3 Isoquinoline EDC 23 40 68 [29] 66
2 Isoquinoline EDC 23 40 61 [28] 66