摘要 |
PURPOSE:To obtain an N-alkoxy nitrogen-containing heterocyclic compound by a simple operation in a short time in high yield, by subjecting an N-halo-O-alkylhydroxamic acid to intramolecular ring closure in an acidic solvent in the presence of a metallic ion. CONSTITUTION:A compound shown by the formula I (Ar is aromatic ring; n is 1-4 integer; X is halogen, preferably Cl; R is alkyl) is subjected to intramolecular ring closure in an acidic solvent in the presence of a metallic ion of transition atom such as Ag<+>, Zn<2+>, Cu<+>, Pd<2+>, Fe<2+>, etc. under cooling - at room temp. for 10-60min with stirring, to obtain advantageously an N- alkoxy nitrogen-containing heterocyclic compound such as 1-methoxyindole, 1- methoxyoxyindole, etc. having a partial structure shown by the formula II. The compound shown by the formula I , for example, is obtained by reacting an O- alkylhydroxamic acid with a tert-butylhypohalite in the presence of a small amount of potassium carbonate in a nonaqueous solvent such as carbon tetrachloride, etc.
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