4-甲基-5,6-二氢吡喃-2-酮合成路线 (共 28 条)
反应条件
Yield given. Multistep reaction. Title compound not separated from byproducts;
参考文献
McKay, William R.; Ounsworth, Jim; Sum, Phaik-eng; Weiler, Larry
Canadian Journal of Chemistry, 1982 , vol. 60, p. 872 - 880
反应条件
toluene-4-sulfonic acid in benzene
19 h; Reflux;
参考文献
Shintani, Ryo; Hayashi, Tamio
Organic Letters, 2011 , vol. 13, # 2 p. 350 - 352
反应条件
pyridinium chlorochromate in dichloromethane
T=70°C; 8 h;
参考文献
Bonadies, Francesco; Fabio, Romano Di; Bonini, Carlo
Journal of Organic Chemistry, 1984 , vol. 49, p. 1647 - 1649
反应条件
1: 80 percent / acetyl chloride / ethanol / 10 h / Ambient temperature
2: 89 percent / polyphosphoric acid
View Scheme
参考文献
White, James D.; Avery, Mitchell A.; Carter, J. Paul
Journal of the American Chemical Society, 1982 , vol. 104, # 20 p. 5486 - 5489
反应条件
1: 93 percent / PTSA / 1 h / 0 °C
2: K3Fe(CN)6; K2CO3; OsO4 / (DHQD)2-PHAL / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
3: SOCl2; Et3N / CH2Cl2 / 0.33 h / 0 °C
4: NaIO4; RuCl3*H2O / dimethylsulfoxide; acetonitrile; H2O / 2 h / 0 °C
5: dimethylformamide / 8 h / 80 °C
6: aq. H2SO4 / ethanol / 18 h / Heating
View Scheme
参考文献
Fernandes, Rodney A.; Kumar, Pradeep
Tetrahedron Asymmetry, 1999 , vol. 10, # 22 p. 4349 - 4356
反应条件
1: K3Fe(CN)6; K2CO3; OsO4 / (DHQD)2-PHAL / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
2: SOCl2; Et3N / CH2Cl2 / 0.33 h / 0 °C
3: NaIO4; RuCl3*H2O / dimethylsulfoxide; acetonitrile; H2O / 2 h / 0 °C
4: dimethylformamide / 8 h / 80 °C
5: aq. H2SO4 / ethanol / 18 h / Heating
View Scheme
参考文献
Fernandes, Rodney A.; Kumar, Pradeep
Tetrahedron Asymmetry, 1999 , vol. 10, # 22 p. 4349 - 4356
反应条件
sulfuric acid in acetic acid
8 h; Heating;
参考文献
Herold; Mohr; Tamm
Helvetica Chimica Acta, 1983 , vol. 66, # 3 p. 744 - 754
反应条件
anhydrous magnesium perchlorate; water in acetonitrile
Ambient temperatureIrradiation; Further byproducts given;
参考文献
Abe, Manabu; Oku, Akira
Journal of Organic Chemistry, 1995 , vol. 60, # 10 p. 3065 - 3073
反应条件
anhydrous magnesium perchlorate; 1-(tert-butyldimethylsiloxy)-2-oxa-5-methylbicyclolt;3.1.0gt;hexane; 4-acetyl-benzonitrile; water in acetonitrile
Ambient temperatureIrradiation; Further byproducts given;
参考文献
Abe, Manabu; Oku, Akira
Journal of Organic Chemistry, 1995 , vol. 60, # 10 p. 3065 - 3073
反应条件
1: 1.) mCPBA; 2.) trifluoroacetic anhydride / 1.) CH2Cl2, 0 deg C, 1 h; 2.) 0 deg C -> r.t., overnight
2: 91 percent / Me2S / tetrahydrofuran; diethyl ether / 0.5 h / -25 - -17 °C
3: mCPBA / CH2Cl2 / -15 °C
4: 72 percent / pyridine / benzene / Heating
View Scheme
参考文献
Kato, Michiharu; Ouchi, Akihiko; Yoshikoshi, Akira
Chemistry Letters, 1983 , p. 1511 - 1514