3-甲基-9H-咔唑-1,4-二酮合成路线 (共 40 条)
反应条件
1: 58 percent / BF3*MeOH / 17 h / Ambient temperature
2: BBr3 / CH2Cl2 / 18 h / -78 °C
3: 40 percent / Fremy's salt, KH2PO4 / H2O; acetone / 0.5 h / Ambient temperature
View Scheme
参考文献
Martin, Tracey; Moody, Christopher J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 235 - 240
反应条件
1: 83 percent / PCC, NaOAc / CH2Cl2 / 2.5 h / Ambient temperature
2: 58 percent / BF3*MeOH / 17 h / Ambient temperature
3: BBr3 / CH2Cl2 / 18 h / -78 °C
4: 40 percent / Fremy's salt, KH2PO4 / H2O; acetone / 0.5 h / Ambient temperature
View Scheme
参考文献
Martin, Tracey; Moody, Christopher J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 235 - 240
反应条件
1: Grubb's 2nd generation catalyst / toluene / 1 h / 70 °C
2: hydrogenchloride; water / methanol / 1 h / 60 °C
View Scheme
参考文献
Nishiyama, Takashi; Choshi, Tominari; Kitano, Kohdai; Hibino, Satoshi
Tetrahedron Letters, 2011 , vol. 52, # 30 p. 3876 - 3878
反应条件
1: dihydrogen peroxide; iodine / water
2: copper diacetate; palladium diacetate / acetic acid / 48 h / Reflux
View Scheme
参考文献
Norcott, Philip; Spielman, Calan; McErlean, Christopher S. P.
Green Chemistry, 2012 , vol. 14, # 3 p. 605 - 609
反应条件
1: dihydrogen peroxide; iodine / water
2: copper diacetate; palladium diacetate / acetic acid / 48 h / Reflux
View Scheme
参考文献
Norcott, Philip; Spielman, Calan; McErlean, Christopher S. P.
Green Chemistry, 2012 , vol. 14, # 3 p. 605 - 609
反应条件
1: methanol; copper(l) iodide / N,N-dimethyl-formamide / 10 h / 120 °C / Inert atmosphere
2: ammonium cerium (IV) nitrate / water; acetonitrile / 0.25 h / 0 °C / Inert atmosphere
3: bromine; triphenylphosphine / dichloromethane / 4 h / 20 °C / Inert atmosphere
4: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
5: hydrogen / methanol / 3 h / 20 °C / 3102.97 Torr
View Scheme
参考文献
Bhosale, Shrikar M.; Momin, Aadil A.; Kusurkar, Radhika S.
Tetrahedron, 2012 , vol. 68, # 32 p. 6420 - 6426
反应条件
1.1: N-bromosuccinmide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere
2.2: 1 h / 20 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / toluene / 5 h / Inert atmosphere; Reflux
4.1: n-butyllithium / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere
4.2: -40 - 20 °C / Inert atmosphere
5.1: sulfuric acid; dihydrogen peroxide; boric acid / methanol; water / 0.5 h / Inert atmosphere; Reflux
5.2: 20 °C / Inert atmosphere
6.1: hydrogen / methanol / 3 h / 20 °C / 3102.97 Torr
View Scheme
参考文献
Bhosale, Shrikar M.; Momin, Aadil A.; Kusurkar, Radhika S.
Tetrahedron, 2012 , vol. 68, # 32 p. 6420 - 6426
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere
1.2: 1 h / 20 °C / Inert atmosphere
2.1: methanol; copper(l) iodide / N,N-dimethyl-formamide / 10 h / 120 °C / Inert atmosphere
3.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.25 h / 0 °C / Inert atmosphere
4.1: bromine; triphenylphosphine / dichloromethane / 4 h / 20 °C / Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
6.1: hydrogen / methanol / 3 h / 20 °C / 3102.97 Torr
View Scheme
参考文献
Bhosale, Shrikar M.; Momin, Aadil A.; Kusurkar, Radhika S.
Tetrahedron, 2012 , vol. 68, # 32 p. 6420 - 6426
反应条件
1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.25 h / 0 °C / Inert atmosphere
2: bromine; triphenylphosphine / dichloromethane / 4 h / 20 °C / Inert atmosphere
3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
4: hydrogen / methanol / 3 h / 20 °C / 3102.97 Torr
View Scheme
参考文献
Bhosale, Shrikar M.; Momin, Aadil A.; Kusurkar, Radhika S.
Tetrahedron, 2012 , vol. 68, # 32 p. 6420 - 6426
反应条件
1: bromine; triphenylphosphine / dichloromethane / 4 h / 20 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
3: hydrogen / methanol / 3 h / 20 °C / 3102.97 Torr
View Scheme
参考文献
Bhosale, Shrikar M.; Momin, Aadil A.; Kusurkar, Radhika S.
Tetrahedron, 2012 , vol. 68, # 32 p. 6420 - 6426