3-溴苯并[b]噻吩-2-羧酸甲酯合成路线 (共 8 条)
反应条件
1: With tert.-butylnitrite; copper(ll) bromide in acetonitrile T=0 - 20°C; 2 h; Inert atmosphere; 2: With hydrogenchloride in water; acetonitrile Inert atmosphere;
参考文献
Iaroshenko, Viktor O.; Ali, Sajid; Mkrtchyan, Satenik; Gevorgyan, Ashot; Babar, Tariq Mahmood; Semeniuchenko, Volodymyr; Hassan, Zahid; Villinger, Alexander; Langer, Peter
Tetrahedron Letters, 2012 , vol. 53, # 52 p. 7135 - 7139
反应条件
hydrogenchloride 72 h;
参考文献
Zborovskii, Yu. L.; Smirnov-Zamkov, I. V.; Staninets, V. I.
Journal of Organic Chemistry USSR (English Translation), 1984 , p. 1617 - 1625
Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 8 p. 1774 - 1784
反应条件
in methanol; diethyl ether; toluene 2 h; Inert atmosphereSchlenk technique;
参考文献
Dydio, Pawel; Reek, Joost N. H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 14 p. 3878 - 3882
Angew. Chem., 2013 , vol. 125, # 14 p. 4132
反应条件
1.1: potassium hydroxide / N,N-dimethyl-formamide / 1 h / 0 °C / |Inert atmosphere 2.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 2 h / 0 - 20 °C / |Inert atmosphere 2.2: |Inert atmosphere View Scheme
参考文献
Romagnoli, Romeo; Baraldi, Pier Giovanni; Kimatrai Salvador, Maria; Preti, Delia; Aghazadeh Tabrizi, Mojgan; Bassetto, Marcella; Brancale, Andrea; Hamel, Ernest; Castagliuolo, Ignazio; Bortolozzi, Roberta; Basso, Giuseppe; Viola, Giampietro
Journal of Medicinal Chemistry, 2013 , vol. 56, # 6 p. 2606 - 2618
反应条件
1: 21 percent / HBr(g), SO2(l) / diethyl ether / 20 h / 15 - 20 °C / 1) 5-10 deg C, 1 h, 2) 18-20 deg C, 20 h 2: 96 percent / HCl(g) / 72 h View Scheme
参考文献
Zborovskii, Yu. L.; Smirnov-Zamkov, I. V.; Staninets, V. I.
Journal of Organic Chemistry USSR (English Translation), 1984 , p. 1617 - 1625
Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 8 p. 1774 - 1784
反应条件
1: bromine; sodium acetate; acetic acid / 24 h / 55 °C / Inert atmosphere 2: sulfuric acid / Reflux View Scheme
参考文献
Mbere, Johana M.; Bremner, John B.; Skelton, Brian W.; White, Allan H.
Tetrahedron, 2011 , vol. 67, # 36 p. 6895 - 6900
参考文献
QUEEN'S UNIVERSITY AT KINGSTON
Patent: WO2006/125324 A1, 2006 ;
Location in patent: Page/Page column 103 ;
反应条件
copper in N,N-dimethyl-formamide T=170°C; Ullmann reaction; 4 h;
参考文献
Collection of Czechoslovak Chemical Communications, , vol. 68, # 5 p. 1020 - 1038