Geminale Azo- und Heteroelement-Funktionen,II: α-Substituierte 2-(4-Chlorphenylazo)-propan-Derivate |
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| Authors: | Joachim G. Schantl Hubert Gstach |
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| Affiliation: | (1) Institut für Organische und Pharmazeutische Chemie, Universität Innsbruck, A-6020 Innsbruck, Österreich |
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| Abstract: | The reaction of acetone-4-chlorophenylhydrazone (6) with bromine in the presence of acetamide yields 2-bromo-2-(4-chlorophenylazo)-propane (7) and 2,2-bis(4-chlorophenylazo)propane (8). The unstable heteroallylic bromide7 was subjected without isolation to nucleophilic displacements with a series of heteronucleophiles thereby affording the corresponding 2-(4-chlorophenylazo)-2-propane derivatives9 with the azo- and heteroelement-functions in a geminal position to each other.Herrn Prof. Dr. Dr. h. c.K. Kratzl mit den besten Wünschen zum 70. Geburtstag gewidmet. |
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| Keywords: | Bromination of arylhydrazones Nucleophilic displacement of arylazoalkyl bromide Synthesis of arylazoalkyl compounds |
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