Abstract
The reaction of various organic and inorganic acids (HX) with iodonium ylides2 leads to nucleophilic substitution of the iodobenzene substituent by the anionX − to yield the heterocycles5. Some of them are hydrolyzed to the hydroxy compounds3 or reduced to the starting compounds1 under the reaction conditions. Reaction of the iodonium ylide2b with monomethyl sulfate gives the salt9, which with bases undergoes nucleophilic substitution to compounds8 and10–12, respectively, or is converted to2b again.
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Literatur
VII. Mitt.:Peichl E. N.,Kappe Th., Arch. Pharm., im Druck; VI. Mitt.:Habib N. S.,Kappe Th., J. Heterocycl. Chem., im Druck; IV. und V. Mitt. siehe2.
Kappe Th., Korbuly G., Pongratz E., Monatsh. Chem.114, 303 (1983); Z. Naturforsch.38 b, 398 (1983).
Kappe Th., Korbuly G., Stadlbauer W., Chem. Ber.111, 3857 (1978).
Zimits B., Dissertation, Universität Graz, 1970, S. 38 und 55;Lang G., Dissertation, Universität Graz, 1972, S. 10 und 59.
Pongratz E., Dissertation, Universität Graz, 1979, S. 71 ff.
Kappe Th., Hariri M., Pongratz E., Monatsh. Chem.112, 1211 (1981).
Arndt F., Loewe L., Ün R., Ayca E., Chem. Ber.84, 319 (1951).
Bayer A. v., Homolka B., Ber. dtsch. chem. Ges.16, 2218 (1883);Arndt F., Loewe L., Ayca E., Chem. Ber.84, 339 (1951).
Ziegler E., Kappe Th., Monatsh. Chem.96, 889 (1965).
Ziegler E., Werner L. F., Kappe Th., Monatsh.100, 610 (1969);Friedländer P., Müller F., Ber. dtsch. chem. Ges.20, 2010 (1887).
Huebner C. F., Link K. P., J. Amer. Chem. Soc.67, 99 (1945).
Meunier P., Mentzer C., Vinet A., Helv. Chim. Acta29, 1291 (1946).
Witoszynskyj Th., Dissertation, Universität Graz, 1972, S. 111.
Ziegler E., Salvador R., Kappe Th., Monatsh. Chem.93, 1367 (1962).
Faber K., Dissertation, Universität Graz, 1981, S. 31.
Kappe Th., Lender E., Ziegler E., Monatsh. Chem.93, 1367 (1962).
Lefeuvre A.,Mentzer C., Bull. Soc. Chim. France1964, 623.
Kappe Th., Ziegler E., Reichel-Lender E., Fritz P., Monatsh. Chem.100, 951 (1969).
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Pongratz, E., Kappe, T. Ylide von Heterocyclen, VIII Reaktionen von Iodonium-Yliden mit Säuren. Monatsh Chem 115, 231–242 (1984). https://doi.org/10.1007/BF00798414
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DOI: https://doi.org/10.1007/BF00798414