A novel rearrangement reaction. A single‐step conversion of tetrahydro‐1‐isoquinolinecarboxylic acids into 1‐isoquinolones
- 1 July 1984
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 21 (4) , 1201-1204
- https://doi.org/10.1002/jhet.5570210455
Abstract
The preparation of 2‐acyl‐6,7‐dimethoxy‐1,2,3,4‐tetrahydro‐1‐isoquinolinecarboxamides is described. The mixed anhydride of 2‐acyl‐6,7‐dimethoxy‐1,2,3,4‐tetrahydro‐1‐isoquinolinecarboxylic acid with isobutyl chloroformate was reacted with the corresponding hydrazines at — 10, — 15°. Besides those compounds, isoquinolones occur through a new side reaction. The structure of those products was established by13C and1H nmr and mass spectroscopy. A possible mechanism of the reaction is discussed.This publication has 7 references indexed in Scilit:
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