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Pictet-spengler synthesis of pyrazole-fused β-carbolines

✍ Scribed by Ismail I. Fasfous; Mustafa M. El-Abadelah; Salim S. Sabri

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
40 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The synthesis of new pyrazolo[4,3‐c]β‐carbolines (8a,b) is achieved by condensation of the appropriate aldehyde with 3‐(4‐amino‐1,3‐dimethylpyrazol‐5‐yl)indole (4) under Pictet‐Spengler reaction conditions. Regioselective cyclization occurred at the usual indole C‐2 position as evidenced from the ^1^H‐and ^13^C nmr spectra of 8a,b which lack the pyrrolic H‐2 signal, present in 4 (δ 7.26, 1H, d, J~ch‐NH~ = 2‐5 Hz).

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