7-甲基-1-苯并呋喃-2-甲醛合成路线 (共 6 条)
反应条件
1: 7-methylbenzolt;bgt;furan With n-butyllithium in tetrahydrofuran; hexane
T=-30°C; Metallation; 0.25 h;
2: N,N-dimethyl-formamide in tetrahydrofuran; hexane
T=-30 - 20°C; Formylation; 0.5 h; Further stages.;
参考文献
Yoshimura, Hiroyuki; Kikuchi, Kouichi; Hibi, Shigeki; Tagami, Katsuya; Satoh, Takashi; Yamauchi, Toshihiko; Ishibahi, Akira; Tai, Kenji; Hida, Takayuki; Tokuhara, Naoki; Nagai, Mitsuo
Journal of Medicinal Chemistry, 2000 , vol. 43, # 15 p. 2929 - 2937
反应条件
acetic acid
24 h; Heating;
参考文献
Ansar; Al Akoum Ebrik; Mouhoub; Berthelot; Vaccher; Flouquet; Caignard; Renard; Pirard; Rettori; Evrard; Durant; Debaert
European Journal of Medicinal Chemistry, 1996 , vol. 31, # 6 p. 449 - 460
反应条件
1.1: polyphosphoric acid / toluene / 1 h / 90 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -30 °C
2.2: tetrahydrofuran; hexane / 0.5 h / -30 - 20 °C
View Scheme
参考文献
Yoshimura, Hiroyuki; Kikuchi, Kouichi; Hibi, Shigeki; Tagami, Katsuya; Satoh, Takashi; Yamauchi, Toshihiko; Ishibahi, Akira; Tai, Kenji; Hida, Takayuki; Tokuhara, Naoki; Nagai, Mitsuo
Journal of Medicinal Chemistry, 2000 , vol. 43, # 15 p. 2929 - 2937
反应条件
1.1: K2CO3 / dimethylformamide / 2.5 h / 140 °C
2.1: polyphosphoric acid / toluene / 1 h / 90 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -30 °C
3.2: tetrahydrofuran; hexane / 0.5 h / -30 - 20 °C
View Scheme
参考文献
Yoshimura, Hiroyuki; Kikuchi, Kouichi; Hibi, Shigeki; Tagami, Katsuya; Satoh, Takashi; Yamauchi, Toshihiko; Ishibahi, Akira; Tai, Kenji; Hida, Takayuki; Tokuhara, Naoki; Nagai, Mitsuo
Journal of Medicinal Chemistry, 2000 , vol. 43, # 15 p. 2929 - 2937
反应条件
1: 80 percent / K2CO3 / dimethylformamide / 4 h / Heating
2: 85 percent / CH3COOH / 24 h / Heating
View Scheme
参考文献
Ansar; Al Akoum Ebrik; Mouhoub; Berthelot; Vaccher; Flouquet; Caignard; Renard; Pirard; Rettori; Evrard; Durant; Debaert
European Journal of Medicinal Chemistry, 1996 , vol. 31, # 6 p. 449 - 460
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 - 20 °C / |Inert atmosphere
1.2: 16 h / -78 - 20 °C / |Inert atmosphere
2.1: palladium diacetate; zinc; tri-cyclo-hexyl-phosphine / toluene / 0.5 h / 90 °C / |Inert atmosphere
3.1: dihydrogen peroxide / toluene; water / 17 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Minami, Yasunori; Yamada, Kotomi; Hiyama, Tamejiro
Angewandte Chemie - International Edition, 2013 , vol. 52, # 40 p. 10611 - 10615
Angew. Chem., 2013 , vol. 125, # 40 p. 10805 - 10809