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A contradistinction in the magnetic (13C NMR spectroscopy) and chemical behaviour of 4-Oxo-4,5,6,7-tetrahydroindole derivatives

✍ Scribed by S. R. Ramadas; S. Padmanabhan

Publisher
John Wiley and Sons
Year
1978
Tongue
English
Weight
345 KB
Volume
11
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Carbon‐13 NMR data are reported for a series of 1,2‐diaryl‐4‐oxo‐4,5,6,7‐tetrahydroindoles, 6‐methyl‐2‐phenyl‐4‐oxo‐4,5,6,7‐tetrahydrobenzofuran and 1‐,6‐dithiaindan‐4‐one. The chemical shifts δ 193–196, δ 195.5 and δ 184 are identified for the carbonyl carbon (C‐4) in the tetrahydroindoles, tetrahydrobenzofuran and dithiaindan derivatives, respectively. These shifts are located in the same region as that reported for the corresponding carbonyl carbon in aryl conjugated ketones. An excellent correlation between the chemical shift for the carbonyl carbon and the chemical reactivity of the ketonic function is noticed in the case of the latter two series of ketones while such a correlation is typically absent in the case of the 4‐ketotetrahydroindole derivatives.

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