1-(苯基磺酰基)-1H-吡咯并[3,2-c]吡啶-2-甲醛合成路线 （共 9 条）
反应条件
1: 1-Benzenesulfonyl-1H-pyrrololt;3,2-cgt;pyridine With N,N,N',N,-tetramethylethylenediamine; lithium diisopropyl amide in tetrahydrofuran; n-heptane; ethylbenzene
T=-20°C; 0.5 h;
2: N,N-dimethyl-formamide in tetrahydrofuran; hexane; ethylbenzene
T=-20°C; 3 h;
参考文献
Lefoix, Myriam; Daillant, Jean-Philippe; Routier, Sylvain; Merour, Jean-Yves; Gillaizeau, Isabelle; Coudert, Gerard
Synthesis, 2005 , # 20 art. no. Z08405SS, p. 3581 - 3588
反应条件
1: 81 percent / PCl3 / 3.5 h / T < 0 deg C
2: 63 percent / dimethylformamide / 1 h / 90 °C
3: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C
4: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
5: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C
View Scheme
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
反应条件
1: 63 percent / dimethylformamide / 1 h / 90 °C
2: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C
3: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
4: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C
View Scheme
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
反应条件
1: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C
2: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
3: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C
View Scheme
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
反应条件
1: 87 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C
2: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
3: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C
View Scheme
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
反应条件
1: 92 percent / H2 / Raney nickel / ethanol; H2O / 14.7 - 22.07 Torr / 1) 15 h, 20 deg C, 2) 3-5 h, 60 deg C
2: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
3: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C
View Scheme
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
反应条件
1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C
1.2: 84 percent / tetrahydrofuran / 20 °C
2.1: N,N,N',N'-tetramethylethylenediamine; LDA / tetrahydrofuran; heptane; ethylbenzene / 0.5 h / -20 °C
2.2: 84 percent / tetrahydrofuran; hexane; ethylbenzene / 3 h / -20 °C
View Scheme
参考文献
Lefoix, Myriam; Daillant, Jean-Philippe; Routier, Sylvain; Merour, Jean-Yves; Gillaizeau, Isabelle; Coudert, Gerard
Synthesis, 2005 , # 20 art. no. Z08405SS, p. 3581 - 3588
反应条件
1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C
1.2: 84 percent / tetrahydrofuran / 20 °C
2.1: N,N,N',N'-tetramethylethylenediamine; LDA / tetrahydrofuran; heptane; ethylbenzene / 0.5 h / -20 °C
2.2: 84 percent / tetrahydrofuran; hexane; ethylbenzene / 3 h / -20 °C
View Scheme
参考文献
Lefoix, Myriam; Daillant, Jean-Philippe; Routier, Sylvain; Merour, Jean-Yves; Gillaizeau, Isabelle; Coudert, Gerard
Synthesis, 2005 , # 20 art. no. Z08405SS, p. 3581 - 3588
反应条件
N,N,N',N,-tetramethylethylenediamine; lithium diisopropyl amide
1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C; Yield given. Multistep reaction;
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
