1-溴-4-(1,3-二噁烷-2-基)苯合成路线 (共 9 条)
反应条件
1: With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 1 h; 2: With boric acid trimethyl ester in tetrahydrofuran; pentane T=-78 - 20°C; 3 h; 3: With hydrogenchloride in tetrahydrofuran; water; pentane
参考文献
LG Chem, Ltd.; YOON, Seok-Hee; BAE, Jae-Soon; LEE, Youn-Gu; IM, Sung-Gap; LEE, Jae-Chol; KIM, Ji-Eun; KIM, Kong-Kyeom; SON, Se-Hwan; HAN, Young-Kyu
Patent: EP1465874 B1, 2013 ;
Location in patent: Paragraph 0053 ;
反应条件
n-butyllithium 1.) hexane, THF, from -100 deg C to -78 deg C, 1 h 25 min, 2.) hexane, THF, -70 deg C, 1 h; Multistep reaction;
参考文献
Ackerley, Norman; Brewster, Andrew G.; Brown, George R.; Clarke, David S.; Foubister, Alan J.; et al.
Journal of Medicinal Chemistry, 1995 , vol. 38, # 10 p. 1608 - 1628
反应条件
1.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / Heating 1.2: B(OCH3)3 / tetrahydrofuran / 7.5 h / -78 - -45 °C 1.3: 67 percent / HCl; H2O / 0.25 h / Heating 2.1: 98 percent / tetrahydrofuran / 0.17 h / 20 °C View Scheme
参考文献
Park, Ki Chul; Yoshino, Kazuo; Tomiyasu, Hiroshi
Synthesis, 1999 , # 12 p. 2041 - 2044
反应条件
2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) in toluene T=80°C; 10 h;
参考文献
Liu, Xiaoling; Go, Mei-Lin
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 22 p. 7021 - 7034
反应条件
Amberlyst 15 in benzene
3 h; Heating;
参考文献
Delfino, Jose M.; Schreiber, Stuart L.; Richards, Frederic M.
Journal of the American Chemical Society, 1993 , vol. 115, # 9 p. 3458 - 3474
反应条件
indium trifluoromethanesulfonate in dichloromethane
T=20°C; 0.5 h;
参考文献
Smith, Brendan M.; Graham, Andrew E.
Tetrahedron Letters, 2011 , vol. 52, # 47 p. 6281 - 6283
反应条件
toluene-4-sulfonic acid; Trimethylene glycol in toluene
T=80°C; 20.5 h;
参考文献
Tsukada, Hiroyuki; Mukaeda, Yuki; Hosokawa, Seijiro
Organic Letters, 2013 , vol. 15, # 3 p. 678 - 681
反应条件
iodine in dichloromethane
T=20°C; 23 h;
参考文献
Karimi, Babak; Golshani, Behzad
Synthesis, 2002 , # 6 p. 784 - 788
反应条件
1: indium trifluoromethanesulfonate / dichloromethane / 20 °C
2: indium trifluoromethanesulfonate / dichloromethane / 0.5 h / 20 °C
View Scheme
参考文献
Smith, Brendan M.; Kubczyk, Tomasz M.; Graham, Andrew E.
Tetrahedron, 2012 , vol. 68, # 38 p. 7775 - 7781