1-(苯磺酰)-3-吲哚甲醛合成路线 （共 28 条）
反应条件
n-butyllithium 1) DME, 20 deg C, 2) DME, 20 deg C, 26 h; Yield given. Multistep reaction;
参考文献
Pindur, Ulf; Pfeuffer, Ludwig
Monatshefte fuer Chemie, 1989 , vol. 120, p. 157 - 162
反应条件
1.1: 97 percent / p-toluenesulfonic acid / benzene / 16 h / Heating 2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 4 h / -70 - 20 °C 2.2: tetrahydrofuran; cyclohexane / 16 h / -70 °C 3.1: hydroquinone; TFA / CH2Cl2 / 2 h / 20 °C View Scheme
参考文献
Kuroda, Tooru; Takahashi, Masami; Ogiku, Tsuyoshi; Ohmizu, Hiroshi; Nishitani, Takashi; et al.
Journal of Organic Chemistry, 1994 , vol. 59, # 24 p. 7353 - 7357
反应条件
sodium chlorite; aminosulfonic acid; water in 1,4-dioxane T=20°C; Oxidation;
参考文献
Mouaddib, Abderrahim; Joseph, Benoit; Hasnaoui, Aissa; Merour, Jean-Yves
Synthesis, 2000 , # 4 p. 549 - 556
反应条件
1.1: 63 percent / AcONa; AcOH 2.1: LDA / tetrahydrofuran / 1 h / -78 °C 2.2: tetrahydrofuran / -78 - -10 °C 2.3: 45 percent / NH2OH*HCl; AcONa / 1,2-dichloro-benzene / 8 h / Heating View Scheme
参考文献
Kusurkar, Radhika S.; Goswami, Shailesh K.
Tetrahedron, 2004 , vol. 60, # 25 p. 5315 - 5318
反应条件
1: 98 percent / benzene / a.) 0 deg C, 15 min, b.) r. t., overnight, c.) 19 h, reflux
2: 72 percent / p-TsOH / benzene / 1 h / Heating
3: 62 percent / K2CO3 / ethanol / 15 h / Heating
4: KtBuO / tetrahydrofuran / 0.5 h / 0 °C
5: 69 percent / tetrahydrofuran / 0.5 h / Ambient temperature; pH 4 (aq. buffer solution citric acid - sodium acetate)
6: 65 percent / aq. 50percent HOAc / 15 h / Ambient temperature
View Scheme
参考文献
Rubiralta, Mario; Diez, Anna; Vila, Cristina; Troin, Yves; Feliz, Miguel
Journal of Organic Chemistry, 1991 , vol. 56, # 22 p. 6292 - 6298
反应条件
1.1: 65 percent / t-BuOK / tetrahydrofuran
2.1: LDA / tetrahydrofuran / 1 h / -78 °C
2.2: tetrahydrofuran / -78 - -10 °C
2.3: 76 percent / NH2OH*HCl; AcONa / 1,2-dichloro-benzene / 8 h / Heating
View Scheme
参考文献
Love, Brian E.; Raje, Prasad S.
Journal of Organic Chemistry, 1994 , vol. 59, # 11 p. 3219 - 3222
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 20 °C / Inert atmosphere
2.1: 10 palladium on activated charcoal; hydrogen / ethyl acetate / 20 °C
3.1: water; sodium hydroxide / methanol / Reflux; Inert atmosphere
4.1: bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; triphenylphosphine / 1,4-dioxane / Reflux
4.2: 20 °C
View Scheme
参考文献
Wu, Ke-Jia; Dai, Li-Xin; You, Shu-Li
Organic Letters, 2012 , vol. 14, # 14 p. 3772 - 3775
反应条件
1: 80 percent / Wittig reaction
2: 1) KOH, 18-crown-6 / 1) MeCN, 1h, 85 deg C 2) 1h, 85 deg C
View Scheme
参考文献
Pindur, Ulf; Kim, Myung-Hwa; Eitel, Manfred
Tetrahedron Letters, 1990 , vol. 31, # 11 p. 1551 - 1552
反应条件
sodium tetrahydroborate in tetrahydrofuran; ethanol
T=0 - 5°C; 1.25 h;
参考文献
Gribble; Keavy; Davis; Saulnier; Pelcman; Barden; Sibi; Olson; BelBruno
Journal of Organic Chemistry, 1992 , vol. 57, # 22 p. 5878 - 5891
反应条件
1: 100 percent / NaBH4 / tetrahydrofuran; aq. ethanol / 1.25 h / 0 - 5 °C
2: 1) lithium diisopropylamide / 1) THF, hexane, a) -75 deg C, 90 min, b) rt, 30 min, 2) -65 to -40 deg C, overnight
View Scheme
参考文献
Saulnier, Mark G.; Gribble, Gordon W.
Tetrahedron Letters, 1983 , vol. 24, # 49 p. 5435 - 5438
