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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
4-甲基-9H-咔唑
合成路线
(共 27 条)
18992-66-0
→
反应条件
3770-48-7
4-甲基-9H-咔唑
+
78787-81-2
反应条件
phosphoric acid T=200°C; 24 h;
参考文献
Tsunashima, Yutaka; Kuroki, Masatane
Heterocycles, 1984 , vol. 21, # 2 p. 723
615-36-1
2-溴苯胺
→
反应条件
3770-48-7
4-甲基-9H-咔唑
反应条件
1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / N,N-dimethyl-formamide; water / 24 h / 80 °C / |Inert atmosphere 2: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 3: copper diacetate; acetic acid / N,N-dimethyl-formamide / 1 h / 200 °C / |Microwave irradiation; |Sealed tube View Scheme
参考文献
Takamatsu, Kazutaka; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro
Organic Letters, 2014 , vol. 16, # 11 p. 2892 - 2895
78142-00-4
→
反应条件
3770-48-7
4-甲基-9H-咔唑
反应条件
triethyl phosphite 5.5 h; Heating;
参考文献
Kuroki, Masanate; Tsunashima, Yutaka
Journal of Heterocyclic Chemistry, 1981 , vol. 18, p. 709 - 714
615-36-1
2-溴苯胺
→
反应条件
229-87-8
菲啶
+
3770-48-7
4-甲基-9H-咔唑
反应条件
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / |Inert atmosphere 2: sodium nitrite; sodium azide / |Inert atmosphere 3: Ru(II)[meso-tetraphenylporphyrin](CO) / 1,2-dichloro-benzene / 1.5 h / 120 °C / |Inert atmosphere; |Irradiation View Scheme
参考文献
Intrieri, Daniela; Mariani, Matteo; Caselli, Alessandro; Ragaini, Fabio; Gallo, Emma
Chemistry--A European Journal, 2012 , vol. 18, # 34 p. 10487 - 10490,4
1203-41-4
2-甲基-联苯-2-胺
→
反应条件
229-87-8
菲啶
+
3770-48-7
4-甲基-9H-咔唑
反应条件
1: sodium nitrite; sodium azide / |Inert atmosphere 2: Ru(II)[meso-tetraphenylporphyrin](CO) / 1,2-dichloro-benzene / 1.5 h / 120 °C / |Inert atmosphere; |Irradiation View Scheme
参考文献
Intrieri, Daniela; Mariani, Matteo; Caselli, Alessandro; Ragaini, Fabio; Gallo, Emma
Chemistry--A European Journal, 2012 , vol. 18, # 34 p. 10487 - 10490,4
16419-60-6
2-甲基苯硼酸
→
反应条件
229-87-8
菲啶
+
3770-48-7
4-甲基-9H-咔唑
反应条件
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / |Inert atmosphere 2: sodium nitrite; sodium azide / |Inert atmosphere 3: Ru(II)[meso-tetraphenylporphyrin](CO) / 1,2-dichloro-benzene / 1.5 h / 120 °C / |Inert atmosphere; |Irradiation View Scheme
参考文献
Intrieri, Daniela; Mariani, Matteo; Caselli, Alessandro; Ragaini, Fabio; Gallo, Emma
Chemistry--A European Journal, 2012 , vol. 18, # 34 p. 10487 - 10490,4
19493-31-3
→
反应条件
3770-48-7
4-甲基-9H-咔唑
反应条件
1.1: Zn[N(SiMe3)2]2; tri-tert-butyl phosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) / tetrahydrofuran / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium azide; acetic acid; sodium nitrite / water / 0.5 h / 0 - 20 °C / Inert atmosphere 3.1: anhydrous xylene / 150 °C / Inert atmosphere; sealed tube View Scheme
参考文献
Ullah, Ehsan; McNulty, James; Robertson, Al
European Journal of Organic Chemistry, 2012 , # 11 p. 2127 - 2131
95-50-1
邻二氯苯
→
反应条件
3770-48-7
4-甲基-9H-咔唑
反应条件
1.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; (Me)CgPPh / toluene / 70 °C / Inert atmosphere 2.1: Zn[N(SiMe3)2]2; tri-tert-butyl phosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) / tetrahydrofuran / Inert atmosphere 2.2: Inert atmosphere 3.1: sodium azide; acetic acid; sodium nitrite / water / 0.5 h / 0 - 20 °C / Inert atmosphere 4.1: anhydrous xylene / 150 °C / Inert atmosphere; sealed tube View Scheme
参考文献
Ullah, Ehsan; McNulty, James; Robertson, Al
European Journal of Organic Chemistry, 2012 , # 11 p. 2127 - 2131
620-26-8
3-亚硝基甲苯
+
88284-48-4
2-(三甲基硅)苯基三氟甲烷磺酸盐
→
反应条件
3652-91-3
2-甲基咔唑
+
3770-48-7
4-甲基-9H-咔唑
反应条件
cesium fluoride in acetonitrile T=20°C; Overall yield = 52 percent;
参考文献
Chakrabarty, Shyamal; Chatterjee, Indranil; Tebben, Ludger; Studer, Armido
Angewandte Chemie - International Edition, 2013 , vol. 52, # 10 p. 2968 - 2971
Angew. Chem., 2013 , vol. 125, # 10 p. 3041 - 3044
586-96-9
亚硝基苯
→
反应条件
3770-48-7
4-甲基-9H-咔唑
+
6510-65-2
反应条件
cesium fluoride in acetonitrile T=20°C; Overall yield = 43 percent;
参考文献
Chakrabarty, Shyamal; Chatterjee, Indranil; Tebben, Ludger; Studer, Armido
Angewandte Chemie - International Edition, 2013 , vol. 52, # 10 p. 2968 - 2971
Angew. Chem., 2013 , vol. 125, # 10 p. 3041 - 3044
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