Vinyl and Aryl Halides

作者: S.P. Stanforth

DOI: 10.1016/B0-08-044655-8/00034-9

关键词: Stille reactionVinyl halideAromaticityCis–trans isomerismHalogenVinyl fluorideChemistryArylHalogen bondOrganic chemistry

摘要: The development of synthetic methodology that will enable the preparation vinyl fluorides, bromides, and iodides has become an important theme in halide chemistry. This is a consequence plethora natural products compounds biological interest possess one or more alkenyl groups, usually as geometrical isomer. Thus, single isomers bromides because these are frequently used substrates for cross-coupling reactions (e.g., Suzuki Stille reactions), yielding alkenes, dienes, higher homologs with defined stereochemistry around each bond. isosteric replacement hydrogen by fluorine common synthesis analogs biologically active modification properties imparted introduction fluorine. Consequently fluoride molecules groups received considerable attention. Aryl halides form building blocks many aromatic halogens into electron-rich electron-deficient rings attracted interest. useful fluorine, noted above, compounds.

参考文章(188)
Jun'ichi Uenishi, Reiko Kawahama, Yasuhiko Shiga, Osamu Yonemitsu, Jiro Tsuji, A general and convenient synthetic method of geometrically pure (Z)-1-bromo-1-alkenes Tetrahedron Letters. ,vol. 37, pp. 6759- 6762 ,(1996) , 10.1016/S0040-4039(96)01461-X
Christophe Chassaing, Arnaud Haudrechy, Yves Langlois, 1,3-Dibromo-5,5-dimethylhydantoin, a useful reagent for aromatic bromination Tetrahedron Letters. ,vol. 38, pp. 4415- 4416 ,(1997) , 10.1016/S0040-4039(97)00943-X
Masanobu Uchiyama, Tomoko Miyoshi, Yumiko Kajihara, Takao Sakamoto, Yuko Otani, Tomohiko Ohwada, Yoshinori Kondo, Generation of Functionalized Asymmetric Benzynes with TMP-Zincates. Effects of Ligands on Selectivity and Reactivity of Zincates Journal of the American Chemical Society. ,vol. 124, pp. 8514- 8515 ,(2002) , 10.1021/JA0202199
Vladimir V. Grushin, Cyclic diaryliodonium ions: old mysteries solved andnew applications envisaged Chemical Society Reviews. ,vol. 29, pp. 315- 324 ,(2000) , 10.1039/A909041J
Masao Hirano, Shigetaka Yakabe, Hiroyuki Monobe, Takashi Morimoto, Selective aromatic chlorination of activated arenes with sodium chlorite, (salen)manganese(III) complex, and alumina in dichloromethane Canadian Journal of Chemistry. ,vol. 75, pp. 1905- 1912 ,(1997) , 10.1139/V97-625
Chin-Kang Sha, Shih-Jung Huang, Synthesis of β-substituted α-iodocycloalkenones Tetrahedron Letters. ,vol. 36, pp. 6927- 6928 ,(1995) , 10.1016/0040-4039(95)01478-Z
B. P. Bandgar, Neeta J. Nigal, REGIOSELECTIVE CATALYTIC HALOGENATION OF AROMATIC SUBSTRATES Synthetic Communications. ,vol. 28, pp. 3225- 3229 ,(1998) , 10.1080/00397919808004426
Mathias Brust, Christopher J. Kiely, Donald Bethell, David J. Schiffrin, C60 Mediated Aggregation of Gold Nanoparticles Journal of the American Chemical Society. ,vol. 120, pp. 12367- 12368 ,(1998) , 10.1021/JA982776U