Synthesis of ring-A-substituted tryptophan by a palladium-catalyzed heteroannulation reaction

Coupling of substituted 2-iodoanilines with Me (S)-2-[di(tert-butoxycarbonyl)amino]-5-oxopentanoate, derived from glutamic acid, in DMF in the presence of Pd(OAc)2 and DABCO provides substituted tryptophans in good to excellent yields. [on SciFinder (R)]


Published in:
Synlett, 16, 2469-2472
Year:
2005
Keywords:
Note:
CAN 144:23102
34-2
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
0936-5214
written in English.
90-04-0 (2-Methoxyaniline); 96-96-8 (4-Methoxy-2-nitroaniline); 100-01-6 (4-Nitroaniline); 536-90-3 (3-Methoxyaniline); 615-43-0 (2-Iodoaniline); 72086-72-7; 192314-71-9 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of ring-A-substituted tryptophan by palladium-catalyzed heteroannulation); 6293-83-0P; 58755-70-7P; 60144-52-7P; 98991-09-4P; 153898-63-6P; 188200-05-7P; 194869-14-2P; 354574-31-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. of ring-A-substituted tryptophan by palladium-catalyzed heteroannulation); 33900-28-6P; 440673-79-0P; 870564-22-0P; 870564-23-1P; 870564-24-2P; 870564-25-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of ring-A-substituted tryptophan by palladium-catalyzed heteroannulation)
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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