Streptonigrin and related compounds IV. Precursors for the a‐ring
- 1 September 1979
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 16 (6) , 1241-1248
- https://doi.org/10.1002/jhet.5570160630
Abstract
The synthesis of streptonigrin or its tricyclic (ABC) analogues by the Friedlander condensation requires a 2‐nitrobenzaldehyde with all the necessary functionalities. A number of alternative syntheses are examined. It is shown that oxidation of 8‐amino‐5,6‐dimethoxy‐2,2‐pyridylquinoline leads to 8‐amino‐2,2‐pyridylqunoline‐5,6‐dione instead of 6‐methoxy‐2,2‐pyridylquinoline‐5,8‐dione. The synthesis of two useful precursors: 4‐bromo‐3‐hydroxy‐5,6‐dimethoxy‐2‐nitrobenzaldehyde and 4‐bromo‐3‐hydroxy‐5‐methoxy‐2‐nitrobenzaldehyde is described.This publication has 8 references indexed in Scilit:
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