1: 3-bromo-6-[(Z)-2-butenyl]-5-iodo-2(2H)-pyranone With chloro-trimethyl-silane; ethylene dibromide; zinc in tetrahydrofuran T=20°C; 2: tetramethylstannane With copper(l) iodide; bis (triortho-tolylphosphine)palladium(II) chloride in 1-methyl-pyrrolidin-2-one T=80°C; 20 h;
参考文献
Biagetti, Matteo; Bellina, Fabio; Carpita, Adriano; Viel, Stephane; Mannina, Luisa; Rossi, Renzo
European Journal of Organic Chemistry, 2002 , # 6 p. 1063 - 1076
aluminium trichloride in dichloromethane 4 h; Ambient temperature;
参考文献
Kashin, A. N.; Bumagin, N. A.; Kalinovskii, I. O.; Beletskaya, I. P.; Reutov, O. A.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 7 p. 1329 - 1334
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 7 p. 1569 - 1575
LiCl; CO; dichloro{1,1'-bis(diphenylphosphino)ferrocene}palladium(II) in N,N-dimethyl-formamide High Pressure; the triflate and the stannane in DMF contg. the Pd catalyst and LiCl heated at 90°C under high pressure CO for 1,5 h; cooled to room temp., dild. with ether, filtered, filtrate washed with water and satd. NaCl soln., dried, concd., chromd. (flash column, hexanes/EtOAc);
参考文献
Echavarren,A.M.; Stille,J.K.
Journal of the American Chemical Society, 1988 , vol. 110, p. 1557
dropping Sn(CH3)4 to BBr3 for 1 h at -50°C (vigorous react.); slow warming, then short boiling under reflux; distn.;
参考文献
Gerrard, W.; Mooney, E. F.; Rees, R. G.
Journal of the Chemical Society, 1964 , p. 740 - 745
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Gmelin Handbook: B: B-Verb.9, 6.3.2, page 303 - 314
in acetone under CO2 or N2, yield depending on molar ratio of educts;
参考文献
Noeth, H.; Fritz, P.
Zeitschrift fuer Anorganische und Allgemeine Chemie, 1963 , vol. 322, p. 297 - 309
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Paetzold, P. I.; Hansen, H.-J.
Zeitschrift fuer Anorganische und Allgemeine Chemie, 1966 , vol. 345, p. 79 - 86