4-(3-羟基-1-丙炔)苯甲腈合成路线 (共 9 条)
反应条件
manganese(IV) oxide; potassium hydroxide in benzene 0.25 h; Ambient temperature;
参考文献
Bumagin, N. A.; Ponomarev, A. B.; Beletskaya, I. P.
Doklady Chemistry, 1985 , vol. 283, p. 212 - 214
Dokl. Akad. Nauk SSSR Ser. Khim., 1985 , vol. 283, # 3 p. 630 - 633
反应条件
hydrogen; palladium on activated charcoal in ethyl acetate 4 h;
参考文献
Su, Dai-Shi; Bock, Mark G.
Patent: US2005/20591 A1, 2005 ;
Location in patent: Page/Page column 14 ;
US 20050020591 A1
反应条件
1: With potassium tert-butylate; copper (II) acetate monohydrate; 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride; tert-butyl alcohol in toluene T=25°C; 25 h; Inert atmosphere; 2: With tetrabutyl ammonium fluoride in tetrahydrofuran; toluene T=0°C; Overall yield = 80 percent;
参考文献
Wang, Guang-Hui; Bin, Huai-Yu; Sun, Miao; Chen, Shu-Wei; Liu, Ji-Hong; Zhong, Chong-Min
Tetrahedron, 2014 , vol. 70, # 12 p. 2175 - 2179
反应条件
copper(l) iodide; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); Tedicyp in N,N-dimethyl-formamide
T=100°C; Sonogashira reaction;
参考文献
Feuerstein, Marie; Doucet, Henri; Santelli, Maurice
Tetrahedron Letters, 2004 , vol. 45, # 8 p. 1603 - 1606
反应条件
piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide in toluene
T=35°C; Sonogashira coupling; 2 h; Inert atmosphere;
参考文献
Nowak-Krol, Agnieszka; Koszarna, Beata; Yoo, Su Yeon; Chrominski, Jan; Weclawski, Marek K.; Lee, Chang-Hee; Gryko, Daniel T.
Journal of Organic Chemistry, 2011 , vol. 76, # 8 p. 2627 - 2634
反应条件
potassium carbonate; palladium diacetate in N,N-dimethyl-formamide
T=90°C; 0.166667 h; microwave irradiation;
参考文献
Togninelli, Andrea; Gevariya, Harsukh; Alongi, Maddalena; Botta, Maurizio
Tetrahedron Letters, 2007 , vol. 48, # 28 p. 4801 - 4803
反应条件
1: 4-cyanophenylacetylene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; Inert atmosphere;
2: formaldehyd in tetrahydrofuran; hexane
T=-78 - 20°C; Inert atmosphere;
参考文献
Matouosva, Eliska; Ruzicka, Ales; Kunes, Jiri; Kralova, Jarmila; Pour, Milan
Chemical Communications, 2011 , vol. 47, # 33 p. 9390 - 9392
反应条件
1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine / 2 h / 20 °C / Inert atmosphere
2: ethanol; pyridinium p-toluenesulfonate / 20 °C
View Scheme
参考文献
Maji, Manasi; Mallick, Dibyendu; Mondal, Sayantan; Anoop, Anakuthil; Bag, Subhendu Sekhar; Basak, Amit; Jemmis, Eluvathingal D.
Organic Letters, 2011 , vol. 13, # 5 p. 888 - 891
反应条件
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine
参考文献
Isaac, Methvin; Slassi, Abdelmalik; Silva, Kathleen Da; Arora, Jalaj; MacLean, Neil; Hung, Bill; McCallum, Kirk
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 11 p. 1371 - 1373