Premium
One‐Pot Synthesis of Biheterocycles Based on Indole and Azole Scaffolds Using Tryptamines and 1,2‐Diaza‐1,3‐dienes as Building Blocks
Author(s) -
Mantenuto Serena,
Lucarini Simone,
De Santi Mauro,
Piersanti Giovanni,
Brandi Giorgio,
Favi Gianfranco,
Mantellini Fabio
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600210
Subject(s) - tryptamines , indole test , chemistry , one pot synthesis , combinatorial chemistry , in vitro , azole , organic chemistry , stereochemistry , biochemistry , tryptamine , antifungal , catalysis , medicine , dermatology
The rapid and expedient assembly of three new classes of biheterocycles of biological interest, viz. indole–imidazoles 4 , indole–pyrroles 6 and indole–triazoles 8 was accomplished using different combinations of tryptamines, 1,2‐diaza‐1,3‐dienes, aldehydes, and/or alkynes as readily available building blocks. Twenty‐six derivatives were thus prepared in excellent yields (up to 100 %). The products were screened for in‐vitro biological studies. Some of these revealed promising anticancer activity against MCF7 and Caco‐2 human tumor cell lines.