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Synthesis of Indolin-2-one, Isoindolin-1-one, and Indole Derivatives from Homophthalic Acid
Date
2011-11-01
Author
KILIKLI, Alper A.
Dengiz, Çağatay
OZCAN, Sevil
BALCI, METİN
Metadata
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This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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We hereby report the preparation of indolin-2-one and isoindolin-1-one and their derivatives starting from 2-(carboxymethyl)benzoic acid, which was first regiospecifically converted into the isomeric half esters. Transformation of the acid functionalities to the acyl azides followed by Curtius rearrangement gave the regioisomeric isocyanates. Reaction of the isocyanates with aniline produced urethane derivatives. Intramolecular cyclization provided the target compounds.
Subject Keywords
Amides
,
Azides
,
Fused-ring systems
,
Heterocycles
,
Indoles
URI
https://hdl.handle.net/11511/35566
Journal
SYNTHESIS-STUTTGART
DOI
https://doi.org/10.1055/s-0030-1260235
Collections
Department of Chemistry, Article