6-甲氧基-2-甲基-3,4-二氢-1(2H)-萘酮合成路线 （共 13 条）
反应条件
1: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78°C; 1 h;
2: methyl iodide T=-78 - 20°C; 9 h;
参考文献
Nickerson, David M.; Angeles, Veronica V.; Mattson, Anita E.
Organic Letters, 2013 , vol. 15, # 19 p. 5000 - 5003
反应条件
1: methyllithium - lithium bromide 1:1 complex With CuCN in tetrahydrofuran
T=-78 - 0°C;
2: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one in tetrahydrofuran
T=-78 - 25°C; Further stages.;
参考文献
Jung; Lee, Byoung Suk
Journal of Organic Chemistry, 2000 , vol. 65, # 26 p. 9241 - 9244
反应条件
bis(1,5-cyclooctadiene)nickel (0); It-Bu2 in 1,3,5-trimethyl-benzene
T=130°C; 1 h; Inert atmosphere;
参考文献
Hoshimoto, Yoichi; Hayashi, Yukari; Suzuki, Haruka; Ohashi, Masato; Ogoshi, Sensuke
Angewandte Chemie - International Edition, 2012 , vol. 51, # 43 p. 10812 - 10815
Angew. Chem., 2012 , vol. 124, # 43 p. 10970 - 10973,4
反应条件
hydrogen; triethylamine; platinum(IV) oxide in isopropyl alcohol
参考文献
Kieboom,A.P.G.; van Bekkum,H.
Synthesis, 1970 , p. 476 - 478
反应条件
1: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one With lithium diisopropyl amide
T=-78°C; 1 h;
2: methyl halide With 10,11-dihydro-5-[3-(methylamino)propyl]-5H-dibenz(b,f)azepin
参考文献
Mitsuhashi, Kaori; Ito, Rie; Arai, Takayoshi; Yanagisawa, Akira
Organic Letters, 2006 , vol. 8, # 8 p. 1721 - 1724
反应条件
hydrogen; N-methylanilinium trifluoroacetate; nickel
1.) dioxane, reflux, 2 h; 2.) methanol, 1 day; Yield given. Multistep reaction;
参考文献
Harde, C.; Bohlmann, F.
Tetrahedron, 1988 , vol. 44, # 1 p. 81 - 90
反应条件
1: 1.05 g / Br2 / CCl4
2: 28 percent / H2O, MgCO3 / bis-(2-methoxy-ethyl) ether / 22 h / 160 - 165 °C
View Scheme
参考文献
Mandal, Asok N.; Bhattacharya, Sudin; Raychaudhuri, Swadesh R.; Chatterjee, Amareshwar
Journal of Chemical Research, Miniprint, 1988 , # 11 p. 2856 - 2876
反应条件
1.1: diethyl ether; tetrahydrofuran / 0 - 20 °C / |Inert atmosphere
2.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C / |Inert atmosphere
2.2: -78 - 20 °C / |Inert atmosphere
3.1: It-Bu2; bis(1,5-cyclooctadiene)nickel (0) / 1,3,5-trimethyl-benzene / 1 h / 130 °C / |Inert atmosphere
View Scheme
参考文献
Hoshimoto, Yoichi; Hayashi, Yukari; Suzuki, Haruka; Ohashi, Masato; Ogoshi, Sensuke
Angewandte Chemie - International Edition, 2012 , vol. 51, # 43 p. 10812 - 10815
Angew. Chem., 2012 , vol. 124, # 43 p. 10970 - 10973,4
参考文献
Buchta et al.
Justus Liebigs Annalen der Chemie, 1952 , vol. 576, p. 7,18
反应条件
lithium diisopropyl amide
1.) THF, hexanes, 4 h, 2.) THF, hexanes, 16 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Harrowven, David C.; Dainty, Richard F.
Tetrahedron, 1997 , vol. 53, # 46 p. 15771 - 15786
