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Straightforward Synthesis of Some 2- or 3-Substituted Naphtho- and Quinolino[1,2,4]triazines via the Cyclocondensation of Nitronaphthalenes and Nitroquinolines with Guanidine Base.

The Journal of organic chemistry

Suzuki H, Kawakami T.
PMID: 11674446
J Org Chem. 1999 Apr 30;64(9):3361-3363. doi: 10.1021/jo982139m.

No abstract available.

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Suzuki H, Kawakami T. Straightforward Synthesis of Some 2- or 3-Substituted Naphtho- and Quinolino[1,2,4]triazines via the Cyclocondensation of Nitronaphthalenes and Nitroquinolines with Guanidine Base. J Org Chem. 1999;64(9):3361-3363doi: 10.1021/jo982139m.
Suzuki, H., & Kawakami, T. (1999). Straightforward Synthesis of Some 2- or 3-Substituted Naphtho- and Quinolino[1,2,4]triazines via the Cyclocondensation of Nitronaphthalenes and Nitroquinolines with Guanidine Base. The Journal of organic chemistry, 64(9), 3361-3363. https://doi.org/10.1021/jo982139m
Suzuki, Hitomi, and Kawakami, Takehiko. "Straightforward Synthesis of Some 2- or 3-Substituted Naphtho- and Quinolino[1,2,4]triazines via the Cyclocondensation of Nitronaphthalenes and Nitroquinolines with Guanidine Base." The Journal of organic chemistry vol. 64,9 (1999): 3361-3363. doi: https://doi.org/10.1021/jo982139m
Suzuki H, Kawakami T. Straightforward Synthesis of Some 2- or 3-Substituted Naphtho- and Quinolino[1,2,4]triazines via the Cyclocondensation of Nitronaphthalenes and Nitroquinolines with Guanidine Base. J Org Chem. 1999 Apr 30;64(9):3361-3363. doi: 10.1021/jo982139m. PMID: 11674446.
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Asymmetric transfer hydrogenation of 3-nitroquinolines: facile access to cyclic nitro compounds with two contiguous stereocenters.

Chemistry, an Asian journal

Cai XF, Chen MW, Ye ZS, Guo RN, Shi L, Li YQ, Zhou YG.
PMID: 23687053
Chem Asian J. 2013 Jul;8(7):1381-5. doi: 10.1002/asia.201300380. Epub 2013 May 17.

Hi, neighbor! The first organocatalyzed asymmetric transfer hydrogenation of aromatic nitro compounds was successfully developed with up to 99 % ee. The new methodology provides a direct and facile access to enantiopure cyclic nitro compounds with two contiguous stereocenters.

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Cai XF, Chen MW, Ye ZS, et al. Asymmetric transfer hydrogenation of 3-nitroquinolines: facile access to cyclic nitro compounds with two contiguous stereocenters. Chem Asian J. 2013;8(7):1381-5doi: 10.1002/asia.201300380.
Cai, X. F., Chen, M. W., Ye, Z. S., Guo, R. N., Shi, L., Li, Y. Q., & Zhou, Y. G. (2013). Asymmetric transfer hydrogenation of 3-nitroquinolines: facile access to cyclic nitro compounds with two contiguous stereocenters. Chemistry, an Asian journal, 8(7), 1381-5. https://doi.org/10.1002/asia.201300380
Cai, Xian-Feng, et al. "Asymmetric transfer hydrogenation of 3-nitroquinolines: facile access to cyclic nitro compounds with two contiguous stereocenters." Chemistry, an Asian journal vol. 8,7 (2013): 1381-5. doi: https://doi.org/10.1002/asia.201300380
Cai XF, Chen MW, Ye ZS, Guo RN, Shi L, Li YQ, Zhou YG. Asymmetric transfer hydrogenation of 3-nitroquinolines: facile access to cyclic nitro compounds with two contiguous stereocenters. Chem Asian J. 2013 Jul;8(7):1381-5. doi: 10.1002/asia.201300380. Epub 2013 May 17. PMID: 23687053.
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Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D.

The Journal of organic chemistry

Roberts D, Joule JA, Bros MA, Alvarez M.
PMID: 11671451
J Org Chem. 1997 Feb 07;62(3):568-577. doi: 10.1021/jo961743z.

2-Amino-4-nitrophenol and 2-methoxy-5-nitroaniline were converted into the 5-nitroquinolines 6b and 6d, respectively, and then the latter into nitro-acetal 6f. 6,7-Dimethoxy-4-methylquinoline (6g) was nitrated at C-5 and then the methyl substituent converted into aldehyde 6j and then protected giving acetal...

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Roberts D, Joule JA, Bros MA, et al. Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D. J Org Chem. 1997;62(3):568-577doi: 10.1021/jo961743z.
Roberts, D., Joule, J. A., Bros, M. A., & Alvarez, M. (1997). Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D. The Journal of organic chemistry, 62(3), 568-577. https://doi.org/10.1021/jo961743z
Roberts, David, et al. "Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D." The Journal of organic chemistry vol. 62,3 (1997): 568-577. doi: https://doi.org/10.1021/jo961743z
Roberts D, Joule JA, Bros MA, Alvarez M. Synthesis of Pyrrolo[4,3,2-de]quinolines from 6,7-Dimethoxy-4-methylquinoline. Formal Total Syntheses of Damirones A and B, Batzelline C, Isobatzelline C, Discorhabdin C, and Makaluvamines A-D. J Org Chem. 1997 Feb 07;62(3):568-577. doi: 10.1021/jo961743z. PMID: 11671451.
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An investigation of the reaction of 2-aminobenzaldehyde derivatives with conjugated nitro-olefins: an easy and efficient synthesis of 3-nitro-1,2-dihydroquinolines and 3-nitroquinolines.

The Journal of organic chemistry

Yan MC, Tu Z, Lin C, Ko S, Hsu J, Yao CF.
PMID: 14987012
J Org Chem. 2004 Mar 05;69(5):1565-70. doi: 10.1021/jo030070z.

2-Aryl-3-nitro-1,2-dihydroquinolines 3 were prepared from the reaction of beta-nitrostyrenes 2 and 2-aminobenzaldehyde 1 in the presence of DABCO. Not only beta-nitrostyrenes but other alkyl nitro olefins also can be used in this reaction as well. When DDQ or silica...

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Yan MC, Tu Z, Lin C, et al. An investigation of the reaction of 2-aminobenzaldehyde derivatives with conjugated nitro-olefins: an easy and efficient synthesis of 3-nitro-1,2-dihydroquinolines and 3-nitroquinolines. J Org Chem. 2004;69(5):1565-70doi: 10.1021/jo030070z.
Yan, M. C., Tu, Z., Lin, C., Ko, S., Hsu, J., & Yao, C. F. (2004). An investigation of the reaction of 2-aminobenzaldehyde derivatives with conjugated nitro-olefins: an easy and efficient synthesis of 3-nitro-1,2-dihydroquinolines and 3-nitroquinolines. The Journal of organic chemistry, 69(5), 1565-70. https://doi.org/10.1021/jo030070z
Yan, Ming-Chung, et al. "An investigation of the reaction of 2-aminobenzaldehyde derivatives with conjugated nitro-olefins: an easy and efficient synthesis of 3-nitro-1,2-dihydroquinolines and 3-nitroquinolines." The Journal of organic chemistry vol. 69,5 (2004): 1565-70. doi: https://doi.org/10.1021/jo030070z
Yan MC, Tu Z, Lin C, Ko S, Hsu J, Yao CF. An investigation of the reaction of 2-aminobenzaldehyde derivatives with conjugated nitro-olefins: an easy and efficient synthesis of 3-nitro-1,2-dihydroquinolines and 3-nitroquinolines. J Org Chem. 2004 Mar 05;69(5):1565-70. doi: 10.1021/jo030070z. PMID: 14987012.
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Fluorimetric detection of tautomeric equilibria in 8-aminoquinolines.

Talanta

Zavala PJ, Radcliffe MD, Schulman SG.
PMID: 18963844
Talanta. 1985 Apr;32(4):285-9. doi: 10.1016/0039-9140(85)80081-3.

The 1-methylquinolinium cations derived from 8-aminoquinoline and 8-amino-6-methoxyquinoline were prepared by methylation of the corresponding nitroquinolines and reduction of the nitro-compounds. The dissociation constants of the protonated species of these compounds are almost identical to those of doubly-protonated 8-aminoquinoline...

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Zavala PJ, Radcliffe MD, Schulman SG. Fluorimetric detection of tautomeric equilibria in 8-aminoquinolines. Talanta. 1985;32(4):285-9doi: 10.1016/0039-9140(85)80081-3.
Zavala, P. J., Radcliffe, M. D., & Schulman, S. G. (1985). Fluorimetric detection of tautomeric equilibria in 8-aminoquinolines. Talanta, 32(4), 285-9. https://doi.org/10.1016/0039-9140(85)80081-3
Zavala, P J, et al. "Fluorimetric detection of tautomeric equilibria in 8-aminoquinolines." Talanta vol. 32,4 (1985): 285-9. doi: https://doi.org/10.1016/0039-9140(85)80081-3
Zavala PJ, Radcliffe MD, Schulman SG. Fluorimetric detection of tautomeric equilibria in 8-aminoquinolines. Talanta. 1985 Apr;32(4):285-9. doi: 10.1016/0039-9140(85)80081-3. PMID: 18963844.
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Direct Amination of Nitroquinoline Derivatives via Nucleophilic Displacement of Aromatic Hydrogen.

Molecules (Basel, Switzerland)

Wantulok J, Swoboda D, Nycz JE, Książek M, Kusz J, Małecki JG, Kubíček V.
PMID: 33806090
Molecules. 2021 Mar 25;26(7). doi: 10.3390/molecules26071857.

The vicarious nucleophilic substitution of hydrogen (VNS) reaction in electron-deficient nitroquinolines was studied. Properties of all new products have been characterized by several techniques: MS, HRMS, FTIR, GC-MS, electronic absorption spectroscopy, and multinuclear NMR. The structures of 4-chloro-8-nitroquinoline, 8-(

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Wantulok J, Swoboda D, Nycz JE, et al. Direct Amination of Nitroquinoline Derivatives via Nucleophilic Displacement of Aromatic Hydrogen. Molecules. 2021;26(7)doi: 10.3390/molecules26071857.
Wantulok, J., Swoboda, D., Nycz, J. E., Książek, M., Kusz, J., Małecki, J. G., & Kubíček, V. (2021). Direct Amination of Nitroquinoline Derivatives via Nucleophilic Displacement of Aromatic Hydrogen. Molecules (Basel, Switzerland), 26(7), . https://doi.org/10.3390/molecules26071857
Wantulok, Jakub, et al. "Direct Amination of Nitroquinoline Derivatives via Nucleophilic Displacement of Aromatic Hydrogen." Molecules (Basel, Switzerland) vol. 26,7 (2021). doi: https://doi.org/10.3390/molecules26071857
Wantulok J, Swoboda D, Nycz JE, Książek M, Kusz J, Małecki JG, Kubíček V. Direct Amination of Nitroquinoline Derivatives via Nucleophilic Displacement of Aromatic Hydrogen. Molecules. 2021 Mar 25;26(7). doi: 10.3390/molecules26071857. PMID: 33806090; PMCID: PMC8036465.
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Showing 1 to 6 of 6 entries