2-(3-溴苯基)-1,3-二氧烷合成路线 （共 39 条）
反应条件
tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; sodium t-butanolate in toluene T=100°C; Buchwald coupling; Inert atmosphere;
参考文献
Che, Chao; Li, Song; Yang, Bo; Xin, Shengchang; Yu, Zhixiong; Shao, Taofeng; Tao, Chuanye; Lin, Shuo; Yang, Zhen
Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 841 - 849
反应条件
(i) Mg, THF, (ii) /BRN= 1900390/, aq. H2SO4; Multistep reaction;
参考文献
Landgrebe,J.A.; Rynbrandt,R.H.
Journal of Organic Chemistry, 1966 , vol. 31, p. 2585 - 2593
反应条件
1: 1.) NaH, 2.) Cu / 1.) DMF, RT, 2.) DMF, 150 deg C, 4 h 2: 96 percent / 1 N aq. HCl / 2 h / Ambient temperature 3: 84 percent / 30percent aq. NH4OH / ethanol / 6 h / Heating View Scheme
参考文献
Cozzi, Paolo; Carganico, Germano; Fusar, Domenico; Grossoni, Mauro; Menichincheri, Maria; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 20 p. 2964 - 2972
反应条件
1: 1.) Mg, 2.) (Ph3P)2NiCl2 / 2.) Et2O, 3 d 2: 1N HCl / toluene / 0.17 h View Scheme
参考文献
Hashizume, Hirokazu; Ito, Hajime; Kanaya, Naoaki; Nagashima, Hajime; Usui, Hiroyuki; et al.
Heterocycles, 1994 , vol. 38, # 7 p. 1551 - 1572
反应条件
1: 1.) NaH, 2.) Cu / 1.) DMF, RT, 2.) DMF, 150 deg C, 4 h 2: 96 percent / 1 N aq. HCl / 2 h / Ambient temperature View Scheme
参考文献
Cozzi, Paolo; Carganico, Germano; Fusar, Domenico; Grossoni, Mauro; Menichincheri, Maria; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 20 p. 2964 - 2972
反应条件
copper; sodium hydride 1.) DMF, RT, 2.) DMF, 150 deg C, 4 h; Yield given. Multistep reaction;
参考文献
Cozzi, Paolo; Carganico, Germano; Fusar, Domenico; Grossoni, Mauro; Menichincheri, Maria; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 20 p. 2964 - 2972
反应条件
1: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, form -78 deg C to RT, 2 h
2: 77 percent / 1 N HCl / acetonitrile / Ambient temperature
View Scheme
参考文献
Ackermann, Jean; Alig, Leo; Chucholowski, Alexander; Groebke, Katrin; Hilpert, Kurt; Kuehne, Holger; Obst, Ulrike; Weber, Lutz; Wessel, Hans P.
Patent: US2001/1799 A1, 2001 ;
US 20010001799 A1
反应条件
sulfuric acid
T=20°C; 4 h;
参考文献
Northwestern University; University of Modena
Patent: US7271186 B1, 2007 ;
Location in patent: Page/Page column 39 ;
反应条件
1: 2-(3-bromo-phenyl)-[1,3]-dioxolane With n-butyllithium in tetrahydrofuran
T=-78°C; 1 h;
2: 1-piperidinecarboxaldehyde in tetrahydrofuran
T=-78 - 25°C; 6.25 h;
参考文献
The Scripps Research Institute
Patent: US2005/26987 A1, 2005 ;
Location in patent: Page 27 ;
反应条件
1: 2-(3-bromo-phenyl)-[1,3]-dioxolane With n-butyllithium in tetrahydrofuran; hexane
T=-78 - -58°C; 0.5 h;
2: N,N-dimethyl-formamide in tetrahydrofuran; hexane
T=-78 - -52°C; 1.5 h;
参考文献
Kawazoe, Souichirou; Okamoto, Yoshinori; Yokota, Masaki; Kubota, Hirokazu; Naito, Ryo; Takeuchi, Makoto; Ieda, Shigeru; Okada, Minoru; Oriyama, Takeshi
Bulletin of the Chemical Society of Japan, 2014 , vol. 87, # 1 p. 127 - 140
