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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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5-BenzyIoxytryptopha n..............................................................................................................................................................133
N8-(ter\.-Butoxycarbonyl)-2-cyclohexyl tryptophan ethyl ester......................................133
References ............................................................................................................................................................................................................................................................................134
14 Introduction of substituents on the carbocyclic ring..........................................................................................................................................135
14.1 Electrophilic substitution..................................................................................................................................................................................................................136
Procedures ..........................................................................................................................................................................................................................................................................137
6-Chloroacetyl-l -(2,2-dimethylpropanoyl) indole................................................................................137
7-Benzoy/indoie ....................................................................................................................................................................................138
References ............................................................................................................................................................................................................................................................................138
14.2 Ring metallation....................................................................................................................................................................................................................................................139
Procedure..............................................................................................................................................................................................................................................................................141
Indole-7-carboxaldehyde........................................................................................................................................................141
References ............................................................................................................................................................................................................................................................................141
14.3 Palladium-catalysed substitution ....................................................................................................................................................................................14]
Procedures ..........................................................................................................................................................................................................................................................................143
Methyl l-(4-methylphenylsulfonyl)indole-4-(a-acetamido)propenoate..............143
6-(4-Fluorophenyl)indole ....................................................................................................................................................143
References ........................................................................................................................................................................................................................................................................143
15 Selective reduction and oxidation reactions..........................................................................................................................................................................145
] 5.1 Reduction of indoles to indolines..................................................................................................................................................................................145
Procedures..........................................................................................................................................................................................................................................................................145
Ethyl 2,3-dihydro\ndole-2-carboxylate................................................................................................................145
Benzyl 2.3-dihydro-1 -benzoyl-5-methoxyindole-3-prx>panoate..........................................146
Ethyl 3-acetyl-5-hydroxy-8-methyl-6-(phenylsulfonyl)-1,2,3,6-tetra-
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