4-溴-1,2-亚甲二氧基苯合成路线 (共 128 条)
反应条件
1: 1) Mg, 1,2-dibromoethane / 1) THF, 0.5 h, 2) THF, 25 min 2: chromium trioxide, pyridine / CH2Cl2 / 0.33 h 3: 1) BuLi / 1) THF, -78 deg C, 2) THF, r. t. 4: 1) Raney nickel, 2) H2 / 1) DME, ice-cooling, 2) Pd/C, DME,H2O, ethyldiisopropylamine, 4 atm, 20 h View Scheme
参考文献
Rehnberg, Nicola; Magnusson, Goeran
Journal of Organic Chemistry, 1990 , vol. 55, # 14 p. 4340 - 4349
反应条件
potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide T=90°C; 18 h;
参考文献
Gagnon, Alexandre; Duplessis, Martin; Alsabeh, Pamela; Barabe, Francis
Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3604 - 3607
反应条件
palladium diacetate; zinc dibromide; [(t-Bu)3PH]BF4 in tetrahydrofuran T=20 - 25°C; 2.5 h; Inert atmosphere;
参考文献
Shu, Chutian; Sidhu, Kanwar; Zhang, Li; Wang, Xiao-Jun; Krishnamurthy, Dhileepkumar; Senanayake, Chris H.
Journal of Organic Chemistry, 2010 , vol. 75, # 19 p. 6677 - 6680
反应条件
potassium phosphate in N,N-dimethyl-formamide; cyclohexanol T=110°C; 12 h;
参考文献
Min, Hongkeun; Lee, Sunyoung; Park, Minhan; Hwang, Jinil; Jung, Hyun Min; Lee, Sunwoo
Journal of Organometallic Chemistry, 2014 , vol. 755, p. 7 - 11
反应条件
N-ethyl-N,N-diisopropylamine; biphenyl-2-yl-di-tert-butyl-phosphane; bis(dibenzylideneacetone)-palladium(0) in 1-methyl-pyrrolidin-2-one T=60°C; 12 h;
参考文献
Manoso; DeShong
Journal of Organic Chemistry, 2001 , vol. 66, # 22 p. 7449 - 7455
反应条件
1.54H2O*Cl2Ni; ICy*HBF4 in tetrahydrofuran T=-10°C; Kumada coupling reaction; 1.5 h; Inert atmosphere;
参考文献
Joshi-Pangu, Amruta; Wang, Chao-Yuan; Biscoe, Mark R.
Journal of the American Chemical Society, 2011 , vol. 133, # 22 p. 8478 - 8481
反应条件
sodium t-butanolate; palladium diacetate; tri-tert-butyl phosphine in o-xylene T=120°C; Yield given;
参考文献
Nishiyama, Masakazu; Yamamoto, Toshihide; Koie, Yasuyuki
Tetrahedron Letters, 1998 , vol. 39, # 7 p. 617 - 620
反应条件
palladium diacetate; tri-tert-butyl phosphine in xylene T=120°C; Substitution; Suzuki coupling; 6 h;
参考文献
Watanabe, Makoto; Nishiyama, Masakazu; Koie, Yasuyuki
Tetrahedron Letters, 1999 , vol. 40, # 50 p. 8837 - 8840
参考文献
Zhang, Jianwei; Zhang, Yi; Zhang, Yanshi; Herndon, James W.
Tetrahedron, 2003 , vol. 59, # 29 p. 5609 - 5616
反应条件
1: 1,2-methylenedioxy-4-bromobenzene With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 1 h; Inert atmosphere; 2: N,N-dimethyl-formamide in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere;
参考文献
Qureshi, Zafar; Weinstabl, Harald; Suhartono, Marcel; Liu, Hongqiang; Thesmar, Pierre; Lautens, Mark
European Journal of Organic Chemistry, 2014 , vol. 2014, # 19 p. 4053 - 4069