1-氧代-1,2,3,4-四氢萘-2-羧酸乙酯合成路线 （共 33 条）
反应条件
(i) NaOEt, EtOH, (ii) (heating); Multistep reaction;
参考文献
Ugi,I. et al.
Justus Liebigs Annalen der Chemie, 1961 , vol. 641, p. 63 - 70
参考文献
Titley
Journal of the Chemical Society, 1928 , p. 2576
参考文献
Hueckel; Goth
Chemische Berichte, 1924 , vol. 57, p. 1290
反应条件
1: 51.4 percent / NaBH4 / ethanol / 6 h
View Scheme
参考文献
Murphy, John A.; Patterson, Christopher W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 4 p. 405 - 410
反应条件
1.1: NaH / dimethylformamide
2.1: aq. HBr
3.1: NaH / tetrahydrofuran; hexamethylphosphoric acid triamide
3.2: tetrahydrofuran; hexamethylphosphoric acid triamide
4.1: SmI2 / tetrahydrofuran
5.1: Et3N / CH2Cl2
6.1: 26 percent / 9,10-dicyanoanthracene; biphenyl; Cu(OAc)2 / acetonitrile / Irradiation
View Scheme
参考文献
Hasegawa, Eietsu; Yamaguchi, Naoto; Muraoka, Hiroyasu; Tsuchida, Hiroyuki
Organic Letters, 2007 , vol. 9, # 15 p. 2811 - 2814
反应条件
1: 51.4 percent / NaBH4 / ethanol / 6 h
3: NaBH4 / methanol / Ambient temperature
4: toluene-p-sulfonic acid / toluene / 4 h / Heating
5: 96 percent / diisobutylaluminium hydride / diethyl ether; hexane / 1) -78 deg C to room temperature, 2) room temperature, 8 h
6: 91.3 percent / N-bromosuccinimide, Me2S / CH2Cl2 / 1) -30 deg C, 3 h, 2) room temperature, 1 h
7: 44.7 percent / m-chloroperbenzoic acid / CH2Cl2 / 1) 0 deg C, 1 h, 2) room temperature, 12 h
8: 33 percent / Bu3SnH, azoisobutyronitrile / benzene / 15 h / Heating
View Scheme
参考文献
Murphy, John A.; Patterson, Christopher W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 4 p. 405 - 410
反应条件
1.1: NaH / dimethylformamide
2.1: aq. HBr
3.1: LDA / tetrahydrofuran
3.2: tetrahydrofuran
View Scheme
参考文献
Hasegawa, Eietsu; Yamaguchi, Naoto; Muraoka, Hiroyasu; Tsuchida, Hiroyuki
Organic Letters, 2007 , vol. 9, # 15 p. 2811 - 2814
反应条件
1: 51.4 percent / NaBH4 / ethanol / 6 h
3: NaBH4 / methanol / Ambient temperature
4: toluene-p-sulfonic acid / toluene / 4 h / Heating
View Scheme
参考文献
Murphy, John A.; Patterson, Christopher W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 4 p. 405 - 410
反应条件
1.1: NaH
1.2: NaOH / H2O
2.1: NaH; HPMA / tetrahydrofuran; various solvent(s) / 1 h
2.2: 38 percent / tetrahydrofuran; various solvent(s) / 22 h / 75 °C
View Scheme
参考文献
Hasegawa, Eietsu; Takizawa, Shinya; Seida, Takayuki; Yamaguchi, Akira; Yamaguchi, Naoto; Chiba, Naoki; Takahashi, Tomoya; Ikeda, Hiroshi; Akiyama, Kimio
Tetrahedron, 2006 , vol. 62, # 27 p. 6581 - 6588
反应条件
1: Na / ethanol
2: Na / toluene
3: P2S5 / pyridine
View Scheme
参考文献
Couture,A. et al.
Journal of the American Chemical Society, 1976 , vol. 98, p. 6218 - 6225
