5-氯-1(3h)-异苯并呋喃酮合成路线 (共 22 条)
反应条件
1: 34 percent / AcOH, Zn / methanol / 6 h / 45 °C
2: Zn, CuSO4*5H2O, aq. NaOH / 1 h / 90 °C
3: concd. HCl / 0.5 h / 90 °C
View Scheme
参考文献
Cherkez, S.; Herzig, J.; Yellin, H.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 6 p. 947 - 959
反应条件
magnesium oxide; trifluoroacetic acid; lithium chloride; palladium dichloride; Tl(OCOCF3)3
1.) reflux, 3 h, 2.) MeOH, room temperature, overnight; Yield given. Multistep reaction;
参考文献
Larock, Richard C.; Fellows, Constance A.
Journal of the American Chemical Society, 1982 , vol. 104, # 7 p. 1900 - 1907
反应条件
2: 89 percent / KBH4 / methanol / 1 h / Heating
View Scheme
参考文献
Epsztajn, Jan; Bieniek, Adam; Kowalska, Justyna A.; Scianowski, Jacek
Monatshefte fuer Chemie, 1992 , vol. 123, # 12 p. 1125 - 1134
反应条件
iron(II) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen
T=60°C; P=760.051 Torr; 16 h; Green chemistry; Catalytic behavior; regioselective reaction;
参考文献
Gonzalez-De-Castro, Angela; Robertson, Craig M.; Xiao, Jianliang
Journal of the American Chemical Society, 2014 , vol. 136, # 23 p. 8350 - 8360
反应条件
N-bromosuccinmide; sodium hydrogencarbonate; dibenzoyl peroxide
1.) CCl4, reflux, 1 h; Yield given. Multistep reaction;
参考文献
Cherkez, S.; Herzig, J.; Yellin, H.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 6 p. 947 - 959
反应条件
1: Zn, CuSO4*5H2O, aq. NaOH / 1 h / 90 °C
2: concd. HCl / 0.5 h / 90 °C
View Scheme
参考文献
Cherkez, S.; Herzig, J.; Yellin, H.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 6 p. 947 - 959
反应条件
acetic acid; zinc
17 h; Reflux;
参考文献
Nandhikonda, Premchendar; Heagy, Michael D.
Organic Letters, 2010 , vol. 12, # 21 p. 4796 - 4799
反应条件
hydrogenchloride in water
6 h; Reflux;
参考文献
Faigl, Ferenc; Thurner, Angelika; Molnar, Balazs; Simig, Gyula; Volk, Balazs
Organic Process Research and Development, 2010 , vol. 14, # 3 p. 617 - 622
反应条件
1: sodium tetrahydroborate / methanol / 5 h / Cooling with ice
2: hydrogenchloride / water / 6 h / Reflux
View Scheme
参考文献
Faigl, Ferenc; Thurner, Angelika; Molnar, Balazs; Simig, Gyula; Volk, Balazs
Organic Process Research and Development, 2010 , vol. 14, # 3 p. 617 - 622
反应条件
1.1: triethylamine / toluene / 24 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C
2.2: -78 - -15 °C
3.1: sodium tetrahydroborate / methanol / 5 h / Cooling with ice
4.1: hydrogenchloride / water / 6 h / Reflux
View Scheme
参考文献
Faigl, Ferenc; Thurner, Angelika; Molnar, Balazs; Simig, Gyula; Volk, Balazs
Organic Process Research and Development, 2010 , vol. 14, # 3 p. 617 - 622