A Versatile Linkage Strategy for Solid-Phase Synthesis of N,N-Dimethyltryptamines and -Carbolines
Wu, T. Y. H.; Schultz, P. G.;
Org. Lett.; (Communication); 2002; 4(23); 4033-4036. DOI: 10.1021/ol026729p
Abstract :
Various tryptamines are captured by a vinylsulfonylmethyl polystyrene resin, generating a safety-catch linkage. â-Carbolines can be formed
from 4 by a Pictet-Spengler reaction with the introduction of R1. Tryptamine 4 can also be derivatized by acylation or copper-mediated
coupling to introduce R2. If X ) Br, Suzuki coupling can be used to introduce R3. After derivatization, the indole derivatives are activated with
methyl iodide and released under mild basic condition.
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