2,3-二氢-1H-吡咯并[1,2-A]苯并咪唑合成路线 (共 35 条)
反应条件
1: 1.) TMEDA, n-BuLi / 1) THF, 0 deg C, 20 min; 2) THF, rt, 3 h
2: 70 percent / conc. HCl / methanol / 2 h / Heating
3: 1.) NaH / 1) acetonitrile, reflux, 1 h; 2) acetonitrile, reflux, 2 h
4: 49 percent / Bu3SnH, AIBN / toluene / 6 h / Heating
View Scheme
参考文献
Aldabbagh, Fawaz; Bowman, W. Russell
Tetrahedron, 1999 , vol. 55, # 13 p. 4109 - 4122
反应条件
1: 70 percent / conc. HCl / methanol / 2 h / Heating
2: 1.) NaH / 1) acetonitrile, reflux, 1 h; 2) acetonitrile, reflux, 2 h
3: 49 percent / Bu3SnH, AIBN / toluene / 6 h / Heating
View Scheme
参考文献
Aldabbagh, Fawaz; Bowman, W. Russell
Tetrahedron, 1999 , vol. 55, # 13 p. 4109 - 4122
反应条件
1: 61 percent / NaH / tetrahydrofuran / 2 h / Heating
2: 10 percent / Bu3SnH; AIBN / toluene / 7 h / Heating
View Scheme
参考文献
Allin, Steven M.; Bowman, W. Russell; Karim, Rehana; Rahman, Shahzad S.
Tetrahedron, 2006 , vol. 62, # 18 p. 4306 - 4316
反应条件
1: palladium (II) trifluoroacetate; caesium carbonate; (R)-1,1'-bis(diphenylphosphino)-2,2'-binapthyl / toluene / 18 h / 80 °C / Inert atmosphere
2: iron; acetic acid / 0.5 h / Reflux
View Scheme
参考文献
Alonso, Jorge; Halland, Nis; Nazare, Marc; R'Kyek, Omar; Urmann, Matthias; Lindenschmidt, Andreas
European Journal of Organic Chemistry, 2011 , # 2 p. 234 - 237
反应条件
2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in toluene
6 h; Heating;
参考文献
Aldabbagh, Fawaz; Bowman, W. Russell
Tetrahedron, 1999 , vol. 55, # 13 p. 4109 - 4122
反应条件
1.1: Wang resin; DMAP; DIC / CH2Cl2 / 48 h / 20 °C
1.2: 11 percent / Bu3SnH; AIBN / toluene / 4.5 h / Heating
View Scheme
参考文献
Allin, Steven M.; Bowman, W. Russell; Karim, Rehana; Rahman, Shahzad S.
Tetrahedron, 2006 , vol. 62, # 18 p. 4306 - 4316
反应条件
1: 40 percent / KHCO3 / ethane-1,2-diol / 3 h / 100 °C
2: 60 percent / LDA / tetrahydrofuran / 3.5 h / -78 - 20 °C
View Scheme
参考文献
McClure, James R.; Custer, John H.; Schwarz, H. Dean; Lill, Deborah A.
Synlett, 2000 , # 5 p. 710 - 712
反应条件
1: sodium hydroxide / methanol / 4 h / |Inert atmosphere; |Reflux
2: triethylamine; 4-(N,N-dimethlyamino)pyridine / tetrahydrofuran; acetonitrile / 0.67 h / 20 °C / |Inert atmosphere; |Darkness
3: camphor-10-sulfonic acid / acetonitrile / 6 h / |Reflux; |Irradiation; |Inert atmosphere
View Scheme
参考文献
Coyle, Robert; Fahey, Karen; Aldabbagh, Fawaz
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 10 p. 1672 - 1682
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 100 °C / |Inert atmosphere
1.2: 16 h / 20 °C / |Inert atmosphere
2.1: sodium hydroxide / methanol / 4 h / |Inert atmosphere; |Reflux
3.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / tetrahydrofuran; acetonitrile / 0.67 h / 20 °C / |Inert atmosphere; |Darkness
4.1: camphor-10-sulfonic acid / acetonitrile / 6 h / |Reflux; |Irradiation; |Inert atmosphere
View Scheme
参考文献
Coyle, Robert; Fahey, Karen; Aldabbagh, Fawaz
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 10 p. 1672 - 1682
反应条件
2,2'-azo-bisisobutyronitrile; n-Bu3SnD in toluene
6 h; Heating;
参考文献
Aldabbagh, Fawaz; Bowman, W. Russell
Tetrahedron, 1999 , vol. 55, # 13 p. 4109 - 4122