Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (5): 1649-1657.DOI: 10.6023/cjoc202309009 Previous Articles Next Articles
ARTICLES
收稿日期:
2023-09-11
修回日期:
2023-11-12
发布日期:
2024-01-11
基金资助:
Yihong Wang, Wenli Li, Hailu Lin, Zhanggao Le(), Zongbo Xie()
Received:
2023-09-11
Revised:
2023-11-12
Published:
2024-01-11
Contact:
*E-mail: Supported by:
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Yihong Wang, Wenli Li, Hailu Lin, Zhanggao Le, Zongbo Xie. Reaction of 2-Aminobenzyl Alcohols with β-Dicarbonyl Compounds to Synthesize Quinoline Derivatives in Water Promoted by Active Manganese Dioxide[J]. Chinese Journal of Organic Chemistry, 2024, 44(5): 1649-1657.
Entry | MnO2 | Solvent | n(1a)∶n(2a) | Time/h | Yieldb/% |
---|---|---|---|---|---|
1 | 3.0 | H2O | 1.5∶1.0 | 24 | 67 |
2 | 3.0 | 1,4-Dioxane | 1.5∶1.0 | 24 | Trace |
3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 | 3.0 3.0 3.0 3.0 — 0.5 1.0 1.5 2.0 2.5 3.5 4.0 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 | EtOH CH3CN CH2Cl2 DMSO H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O | 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.0∶2.0 1.0∶1.5 1.0∶1.0 1.5∶1.0 2.0∶1.0 3.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 | 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 10 12 14 16 18 20 | 18 Trace Trace None Trace 16 27 47 50 64 75 78 54 64 65 72 80 83 56 64 70 74 77 78 |
Entry | MnO2 | Solvent | n(1a)∶n(2a) | Time/h | Yieldb/% |
---|---|---|---|---|---|
1 | 3.0 | H2O | 1.5∶1.0 | 24 | 67 |
2 | 3.0 | 1,4-Dioxane | 1.5∶1.0 | 24 | Trace |
3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 | 3.0 3.0 3.0 3.0 — 0.5 1.0 1.5 2.0 2.5 3.5 4.0 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 3.5 | EtOH CH3CN CH2Cl2 DMSO H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O H2O | 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.5∶1.0 1.0∶2.0 1.0∶1.5 1.0∶1.0 1.5∶1.0 2.0∶1.0 3.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 2.0∶1.0 | 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 24 10 12 14 16 18 20 | 18 Trace Trace None Trace 16 27 47 50 64 75 78 54 64 65 72 80 83 56 64 70 74 77 78 |
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