1-叔丁氧羰基-2,3-二氢吡咯合成路线 （共 24 条）
反应条件
1: hydrogen, Rh(acac)(CO)2, (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-1,1'-binaphthalene-2,2'-diyl phosphite / benzene / 72 h / 60 °C / 76000 Torr / other reagent: (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-3,3'-dimethyl-1,1'-binaphthalene-2,2'-diyl phosphite 2: borane-THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, overnight View Scheme
参考文献
Journal of Organic Chemistry, , vol. 62, # 13 p. 4285 - 4292
反应条件
1: H2 / HRh(CO)(PPh3)3 (1), (-)-DIPHOL / benzene / 192 h / 52 °C / 25857.4 Torr 2: KMnO4/MgSO4 / acetone View Scheme
参考文献
Becker, Y.; Eisenstadt, A.; Stille, J. K.
Journal of Organic Chemistry, 1980 , vol. 45, # 11 p. 2145 - 2151
反应条件
[Ru(η4-COD)(η3-methylallyl)2]; 2-(dicyclohexylphosphino)-1-(2-methoxyphenyl)-1H-imidazole; hydrogen in toluene T=160°C; P=37503.8 Torr; 24 h; AutoclaveInert atmosphere; Overall yield = 43 percentChromat.; regioselective reaction;
参考文献
Wu, Lipeng; Fleischer, Ivana; Jackstell, Ralf; Profir, Irina; Franke, Robert; Beller, Matthias
Journal of the American Chemical Society, 2013 , vol. 135, # 38 p. 14306 - 14312
反应条件
1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in dimethyl sulfoxide
T=20°C; 5.7 h;
参考文献
GEORGIA TECH RESEARCH CORPORATION
Patent: WO2005/80353 A1, 2005 ;
Location in patent: Page/Page column 30 ;
WO 2005/080353 A1
反应条件
1: With trifluoroacetic anhydride in dichloromethane
T=-78°C; Acylation; 7 h;
2: With triethylamine
T=-78 - 20°C; Elimination; 0.333333 h;
参考文献
Oliveira, Denilson F.; Miranda, Paulo C. M. L.; Correia, Carlos R. D.
Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6646 - 6652
反应条件
1: With lithium triethylborohydride in tetrahydrofuran; toluene
T=-70°C; 0.5 h;
2: With 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride in tetrahydrofuran; toluene
T=-70 - 20°C; 2 h;
参考文献
Yu, Jurong; Truc, Vu; Riebel, Peter; Hierl, Elizabeth; Mudryk, Boguslaw
Tetrahedron Letters, 2005 , vol. 46, # 23 p. 4011 - 4013
反应条件
trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine in dichloromethane
T=0°C; 0.5 h;
参考文献
Bach, Thorsten; Brummerhop, Harm
Advanced Synthesis and Catalysis, 1999 , vol. 341, # 3 p. 312 - 315
反应条件
pentacarbonyliron(0) in m-xylene
T=138°C; 6 h;
参考文献
Stille, J. K.; Becker Y.
Journal of Organic Chemistry, 1980 , vol. 45, # 11 p. 2139 - 2145
反应条件
Mo(CO)5(triethylamine); triethylamine in diethyl ether
T=20°C; 20 h;
参考文献
McDonald, Frank E.; Chatterjee, Arnab K.
Tetrahedron Letters, 1997 , vol. 38, # 44 p. 7687 - 7690
反应条件
1: N-Boc-pyrrolidine With sec.-butyllithium; (-)-sparteine
T=-72°C; 2.5 h;
2: With zinc(II) chloride in diethyl ether
T=-65 - 13°C;
3: 4-Bromo-3-fluoroaniline With [(t-Bu)3PH]BF4; palladium diacetate in diethyl ether
T=20°C; Negishi cross coupling; 15 h; Further stages. Further byproducts.;
参考文献
Klapars, Artis; Campos, Kevin R.; Waldman, Jacob H.; Zewge, Daniel; Dormer, Peter G.; Chen, Cheng-Yi
Journal of Organic Chemistry, 2008 , vol. 73, # 13 p. 4986 - 4993
