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Indoles - Sundberg R.J.

Sundberg R.J. Indoles - Academic press, 1996. - 95 p.
ISBN 0-12-676945-1
Download (direct link): indoles1996.djvu
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lndole-3-carboxaldehyde..........................................................................................................................................................115
6-Methoxyindole-3-carboxaldehyde........................................................................................................................115
3-Cyanoindole ........................................................................................................................................................................................116
References ............................................................................................................................................................................................................................................................................116
11.4 Other functional groups......................................................................................................................................................................................................................117
Procedure..............................................................................................................................................................................................................................................................................117
3-Bromoindole........................................................................................................................................................................................117
References ............................................................................................................................................................................................................................................................................118
12 Modification of 3-alkyl substituents by nucleophilic substitution................................................119
Procedures ..................................................................................................................................................................................................................................................................................................122
In situ quaternization method: ethyl 2-(ethoxycarbonyl)-2-formamido-3-
(indol-3-yl)propanoate..............................................................................................................................................................122
In situ quaternization method: 3-(2-nitroethyl)indole................................................................122
Prior quaternization method: 4-acetyl-4-cyano-5-(indol-3-yl)pentan~2-one 123
Tri-n-butylphosphine catalysis: 3-(2-methyl-2-nitropropyl) indole..............................123
Jndole-3-ylacetonitrile..........................................................................................................................................123
References......................................................................................................................................................................................................................................................................................................123
13 Introduction of the tryptamine and tryptophan side-chains................................................................................................................125
13.1 Introduction of the tryptamine side-chain..................................................................................................................................................125
Procedures..........................................................................................................................................................................................................................................................................126
3- (2-Dimethyluminoethyl )-5-nitroindole..........................................................................................................126
xiv DETAILED CONTENTS
3-(2-Aminoethyi)-6-benzyloxy-l-methylindole ....................................................................................]28
3-(2-AminobutyI)indoIe..........................................................................................................................................................128
References ............................................................................................................................................................................................................................................................................129
13.2 Introduction of the tryptophan sidc-chain................................................................................................................................................129
Procedures ..........................................................................................................................................................................................................................................................................133
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