7-[[(2E)-3-(4,5-二氢-5,5-二甲基-4-氧代-2-呋喃基)-2-丁烯-1-基]氧基]-2H-1-苯并吡喃-2-酮合成路线 (共 59 条)
反应条件
1: AgClO4 / benzene / 10 h / 80 °C 2: 99 percent / DDQ / benzene / 1.8 h / 25 °C View Scheme
参考文献
Saimoto, Hiroyuki; Hiyama, Tamejiro; Nozaki, Hitosi
Journal of the American Chemical Society, 1981 , vol. 103, # 16 p. 4975 - 4977
反应条件
1: 1.)OsO4, 2.) NaIO4 / 1.)N-methylmorpholine N-oxide 2: 1.)LDA / 1.)THF, -78 deg C 3: 50 percent / MsCl,Et3N View Scheme
参考文献
Jerris, Paula J.; Smith, Amos B.
Journal of Organic Chemistry, 1981 , vol. 46, # 3 p. 577 - 585
反应条件
1.1: LDA / tetrahydrofuran / -78 °C 1.2: 70 percent / tetrahydrofuran 2.1: 95 percent / MeSO2Cl; Et3N / tetrahydrofuran View Scheme
参考文献
Chimichi, Stefano; Boccalini, Marco; Cosimelli, Barbara; Viola, Giampietro; Vedaldi, Daniela; Dall'Acqua, Francesco
Tetrahedron Letters, 2002 , vol. 43, # 42 p. 7473 - 7476
反应条件
1: 83 percent / Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 16 h 2: 55 percent / Et3N, copper(I) iodide / (Ph3P)2PdCl2 / CH2Cl2 / 6 h 3: 98 percent / CH2Cl2 / 16 h 4: 22 percent / oxalic acid / tetrahydrofuran; H2O / 0.75 h View Scheme
参考文献
Tabrizi, M. Aghazade; Baraldi; Guarneri; Manfredini; Pollini; Simoni
Tetrahedron Letters, 1991 , vol. 32, # 5 p. 683 - 686
反应条件
dicyclohexyl-carbodiimide; copper(l) chloride in benzene Heating; Yield given. Yields of byproduct given;
参考文献
Chimichi, Stefano; Boccalini, Marco; Cosimelli, Barbara; Viola, Giampietro; Vedaldi, Daniela; Dall'Acqua, Francesco
Tetrahedron Letters, 2002 , vol. 43, # 42 p. 7473 - 7476
反应条件
1.1: 55 percent / POCl3; Et3N / CHCl3 / 15 h / 10 - 20 °C 2.1: 72 percent / H2 / Pd/C / methanol / 16 h / 1551.44 Torr 3.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 0.5 h / -78 °C 3.2: 70 percent / tetrahydrofuran; heptane; ethylbenzene / -78 °C 4.1: Et3N; MeSO2Cl / tetrahydrofuran / 20 °C View Scheme
参考文献
Saimoto, Hiroyuki; Hiyama, Tamejiro; Nozaki, Hitosi
Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 10 p. 3078 - 3087
反应条件
triethylamine in acetonitrile P=38000 Torr; a.) 70 deg C, 3 h, b.) 150 deg C, 0.5 h;
参考文献
Inoue, Y.; Ohuchi, K.; Imaizumi, S.; Hagiwara, H.; Uda, H.
Synthetic Communications, 1990 , vol. 20, # 19 p. 3063 - 3068
反应条件
1.1: LDA / tetrahydrofuran / -78 °C 1.2: 70 percent / tetrahydrofuran 2.1: 95 percent / MeSO2Cl; Et3N / tetrahydrofuran View Scheme
参考文献
Chimichi, Stefano; Boccalini, Marco; Cosimelli, Barbara; Viola, Giampietro; Vedaldi, Daniela; Dall'Acqua, Francesco
Tetrahedron Letters, 2002 , vol. 43, # 42 p. 7473 - 7476
反应条件
1: 1.) BuLi / 1.) THF, -70 deg C, 15 min, 2.) -70 deg C, 60 min; -70 deg C -> room temperature 2: hexane / 16 h 3: AcOH / H2O / 0.67 h / Heating 4: 95 percent / Et3N / CH2Cl2 / 1.) 0 deg C, 5 min, 2.) 0 deg C -> room temperature, 15 min 5: 95 percent / K2CO3, LiBr / acetone / 2.5 h / Heating View Scheme
参考文献
Jackson; Raphael
Tetrahedron Letters, 1983 , vol. 24, # 20 p. 2117 - 2120
反应条件
1: 34 percent / TiCl4 / CH2Cl2 / 1 h / 0 °C 2: 76 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / Heating 3: 80 percent / K2CO3, LiI / 18-crown-6 / acetone / 16 h / Heating View Scheme
参考文献
Sakai, Takashi; Ito, Hiroshi; Yamawaki, Akitoshi; Takeda, Akira
Tetrahedron Letters, 1984 , vol. 25, # 28 p. 2987 - 2988