3.1 – The Aliphatic Friedel–Crafts Reaction

作者: Stephen C. Eyley

DOI: 10.1016/B978-0-08-052349-1.00045-7

关键词:

摘要: The Friedel–Crafts acylation reaction is one of the oldest reactions for preparation ketones by carbon–carbon bond formation, and major methods used aromatic ketones.1 However, an acid chloride in presence a Lewis also applicable to nonaromatic substrates. Whilst it has been known almost as long its better-known relative, aliphatic not often. Nevertheless, two reviews early acylations do summarize reaction’s history considerable body information.2,3

参考文章(127)
Masahito Ochiai, Kenzo Sumi, Eiichi Fujita, Shinichi Tada, A new method for regioselective synthesis of .ALPHA.-substituted allylsilanes and its application to the synthesis of E- and Z-tagetones. CHEMICAL & PHARMACEUTICAL BULLETIN. ,vol. 31, pp. 3346- 3349 ,(1983) , 10.1248/CPB.31.3346
G.J. Martin, C. Rabiller, G. Mabon, Acylation des acetyleniques selon friedel-crafts-I Tetrahedron. ,vol. 28, pp. 4027- 4037 ,(1972) , 10.1016/S0040-4020(01)93849-9
Ian Flaming, Andrew Pearce, Friedel-Crafts reactions of some vinylsilanes Journal of the Chemical Society, Perkin Transactions 1. ,vol. 12, pp. 2485- 2489 ,(1980) , 10.1039/P19800002485
Gunhild Kjeldsen, Jes S. Knudsen, Lise S. Ravn-Petersen, Kurt B.G. Torssell, Synthesis of 1,4-dien-3-ones and 2-cyclopentenones Tetrahedron. ,vol. 39, pp. 2237- 2239 ,(1983) , 10.1016/S0040-4020(01)91945-3
Thottumkara K. Vinod, Harold Hart, Vinylsilyl Grignard reagents as aryne traps. A new route to (arylalkenyl)silanes Tetrahedron Letters. ,vol. 29, pp. 885- 888 ,(1988) , 10.1016/S0040-4039(00)82473-9
Keiji Yamamoto, Mitsuaki Ohta, Jiro Tsuji, A SIMPLE SYNTHESIS OF 2,4-DIENALS FROM 1-TRIMETHYLSILYL-1,3-DIENES Chemistry Letters. ,vol. 8, pp. 713- 716 ,(1979) , 10.1246/CL.1979.713
Kenn E. Harding, Katherine S. Clement, John C. Gilbert, Barry Wiechman, Efficient synthesis of 2-methyl-1-cyclopentene-1-carboxylic acid Journal of Organic Chemistry. ,vol. 49, pp. 2049- 2050 ,(1984) , 10.1021/JO00185A054
Philip E. Eaton, Glenn R. Carlson, James T. Lee, Phosphorus pentoxide-methanesulfonic acid. Convenient alternative to polyphosphoric acid Journal of Organic Chemistry. ,vol. 38, pp. 4071- 4073 ,(1973) , 10.1021/JO00987A028
Tadahiro Kato, Toyohiko Kobayashi, Yoshio Kitahara, Cyclization of polyenes XVI. Biogenetic type synthesis of cembrene type compounds Tetrahedron Letters. ,vol. 16, pp. 3299- 3302 ,(1975) , 10.1016/S0040-4039(00)91431-X
David Pandy-Szekeres, Gérard Déléris, Jean-Paul Picard, Jean-Paul Pillot, Raymond Calas, Two-step synthesis of allylic silicon derivatives from enones Tetrahedron Letters. ,vol. 21, pp. 4267- 4270 ,(1980) , 10.1016/S0040-4039(00)92880-6