3-甲基-CBS-氧硼啶合成路线 （共 731 条）
反应条件
1: CuI / tetrahydrofuran / -30 - 0 °C
2: HCl; H2O / 1 h / Heating
View Scheme
参考文献
Gajda, Tadeusz; Napieraj, Anna; Osowska-Pacewicka, Krystyna; Zawadzki, Stefan; Zwierzak, Andrzej
Tetrahedron, 1997 , vol. 53, # 13 p. 4935 - 4946
反应条件
1: 4-methoxyphenyl magnesium bromide With indium(III) chloride in tetrahydrofuran
T=20°C; 0.5 h;
2: With water in tetrahydrofuran
T=20°C; 0.166667 h;
3: cyclohexenon With [Rh(OH)(cycloocta-1,5-diene)]2 in tetrahydrofuran
T=20°C; 6 h;
参考文献
Miura, Tomoya; Murakami, Masahiro
Chemical Communications, 2005 , # 45 p. 5676 - 5677
反应条件
1: 90 percent / tetrahydrofuran / 0 - 20 °C
2: 96 percent / [Rh(OH)(cod)]2 / tetrahydrofuran / 4 h / 35 °C
View Scheme
参考文献
Nakao, Yoshiaki; Chen, Jinshui; Imanaka, Hidekazu; Hiyama, Tamejiro; Ichikawa, Yoshitaka; Duan, Wei-Liang; Shintani, Ryo; Hayashi, Tamio
Journal of the American Chemical Society, 2007 , vol. 129, # 29 p. 9137 - 9143
反应条件
iron (III) acetylacetonate in 1,3,4-trimethyl-imidazolidin-2-one
T=-25°C; 2.5 h;
参考文献
Haner, Jamie; Jack, Kelsey; Nagireddy, Jaipal; Raheem, Mohammed Abdul; Durham, Robin; Tam, William
Synthesis, 2011 , # 5 p. 731 - 738
反应条件
1: 1-n-heptyne With isopropylmagnesium chloride in tetrahydrofuran
T=0 - 20°C; Inert atmosphere;
2: 4-methoxyphenyl magnesium bromide With oxygen; lithium chloride; manganese (II) chloride in tetrahydrofuran
T=-5 - 0°C; Inert atmosphere;
参考文献
Cahiez, Gerard; Duplais, Christophe; Buendia, Julien
Angewandte Chemie, International Edition, 2009 , vol. 48, # 36 p. 6731 - 6734
反应条件
2: H2 / Raney-Ni / 112480 Torr
3: Py*HCl / 250 °C
View Scheme
参考文献
Erman,W.F.; Flautt,T.J.
Journal of Organic Chemistry, 1962 , vol. 27, p. 1526 - 1535
反应条件
1: 68 percent / diethyl ether; benzene / 1.) reflux, 3 h, 2.) RT, overnight
2: 100 percent / methanesulfonic acid / 1.5 h / Ambient temperature
3: 59 percent / zinc amalgam, conc. HCl / toluene; acetic acid / 27 h / Heating
4: 1.) n-BuLi / 1.) ether, hexane, -30 deg C, 1 h, 2.) ether, hexane, from -30 deg C to RT
5: 69 percent / conc,. H2SO4 / benzene / 20 h / Heating
6: 96 percent / 10 N NaOH / pyridine / 3 h / Ambient temperature
7: 97 percent / 10 N NaOH / ethanol / 17 h / Heating
8: 70 percent / methanesulfonic acid / 19 h / Ambient temperature
9: NaBH4 / methanol / 0.67 h / Ambient temperature
10: p-toluenesulfonic acid / benzene / 2 h / Heating
11: 100 percent / 1-methylnaphthalene / benzene / 7 h / Heating
12: 96 percent / BBr3 / CH2Cl2 / 1.) -78 deg C, 1 h, 2.) RT, 2 h
View Scheme
参考文献
Rice, Joseph E.; Shih, Hsien-Cheng; Hussain, Nalband; LaVoie, Edmond J.
Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 849 - 855
反应条件
1: diethyl ether / 34 °C
2: aq. HCl / ethanol / 80 °C
3: 88 percent / pyridine hydrobromide perbromide / CH2Cl2 / 0.5 h / 0 °C
4: 1.) ZnCl2, 2.) Pd(PPh3)4 / 1.) THF, reflux, 30 min, 2.) THF, reflux, 4 h
5: 81 percent / pyridine hydrochloride / 4 h / Heating
6: 75 percent / NaH / dimethylformamide / 1 h / 60 °C
View Scheme
参考文献
McCague; Kuroda; Leclercq; Stoessel
Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 2053 - 2059
反应条件
tetrasulphure tetranitride in benzene
Ambient temperature;
参考文献
Mataka, Shuntaro; Takahashi, Kazufumi; Yamamoto, Hajime; Tashiro, Masashi
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2417 - 2421
反应条件
in tetrahydrofuran
T=-78°C;
参考文献
Konno, Tsutomu; Takehana, Tsuyoshi; Mishima, Makoto; Ishihara, Takashi
Journal of Organic Chemistry, 2006 , vol. 71, # 9 p. 3545 - 3550
