Electrophilic Substitutions of Five-Membered Rings

作者: Gianloeenzo Marino

DOI: 10.1016/S0065-2725(08)60351-7

关键词:

摘要: Publisher Summary The chapter attempts to provide a sufficiently complete summary of all the quantitative and semiquantitative information available concerning electrophilic substitution in five-membered heteroaromatic rings. is organized following manner. After preliminary introduction “aromaticity” rings, discussion centered mainly on process itself, mechanism various substitutions considered separately. Afterward attention shifted from electrophile substrate, relative reactivity different rings ring positions widely examined. Finally, problem transmission electronic effects substituents across these application Kammett-type correlations discussed. Systems are parent heterocycles with one heteroatom (furan, thiophene, selenophene, pyrrole), their monoaza polyaza derivatives, monobenzo derivatives above systems. General surveys chemistry furan,l thiophene,2 pyrrle, benz∼thiophene, an d selenophene4 have been published recent years; reference made them, whenever necessary.

参考文章(151)
Richard M. Kellogg, A. Paul Schaap, Edwin T. Harper, Hans Wynbert, Acid-catalyzed brominations, deuterations, rearrangements, and debrominations of thiophenes under mild conditions Journal of Organic Chemistry. ,vol. 33, pp. 2902- 2909 ,(1968) , 10.1021/JO01271A064
Børge Bak, Daniel Christensen, Lise Hansen-Nygaard, John Rastrup-Andersen, None, The structure of thiophene Journal of Molecular Spectroscopy. ,vol. 7, pp. 58- 63 ,(1961) , 10.1016/0022-2852(61)90341-1
Hermann Pauly, Karl Gundermann, Über jodbindende Systeme in den Eiweiß‐Spaltkörpern European Journal of Inorganic Chemistry. ,vol. 41, pp. 3999- 4012 ,(1908) , 10.1002/CBER.190804103104
I. J. Rinkes, Untersuchungen ueber Furanderivate 2. Mitteilung Recueil des Travaux Chimiques des Pays-Bas. ,vol. 49, pp. 1169- 1171 ,(2010) , 10.1002/RECL.19300491213
O. Schmitz-Dumont, Über die Nebenvalenzkräfte des Pyrrol-Stickstoffs Berichte der deutschen chemischen Gesellschaft (A and B Series). ,vol. 62, pp. 226- 234 ,(1929) , 10.1002/CBER.19290620131
K. Piers, C. Meimaroglou, R. V. Jardine, R. K. Brown, THE PREPARATION OF 3-BROMOINDOLE Canadian Journal of Chemistry. ,vol. 41, pp. 2399- 2401 ,(1963) , 10.1139/V63-353
Hch Zollinger, The mechanism of electrophilic aromatic substitution Cellular and Molecular Life Sciences. ,vol. 12, pp. 165- 175 ,(1956) , 10.1007/BF02170779
F. F. Blicke, Don G. Sheets, Derivatives of Thianaphthene. III Journal of the American Chemical Society. ,vol. 70, pp. 3768- 3770 ,(1949) , 10.1021/JA01191A066