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Design and Synthesis of New Biprivileged Molecular Scaffolds: Indolo‐Fused Benzodiazepinyl/quinoxalinyl benzimidazoles
Author(s) -
Barve Indrajeet J.,
Chen ChanYu,
Salunke Deepak B.,
Chung WenSheng,
Sun ChungMing
Publication year - 2012
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201200121
Subject(s) - combinatorial chemistry , chemistry , condensation , stereochemistry , physics , thermodynamics
The present article describes the design and synthesis of new biprivileged molecular scaffolds with diverse structural features. Commercially available, simple heterocyclic building blocks such as 4‐fluoro‐3‐nitrobenzoic acid, 2‐chloro‐3‐nitrobenzoic acid, and indoline were utilized for the synthesis of the novel heterocycles. Pictet–Spengler‐type condensation was used as a key step to construct tetracyclic indolo‐benzodiazepines and indolo‐quinoxalines linked with substituted benzimidazoles. Analysis of single crystals of representative compounds showed that these molecular skeletons have the potential to present various substituents with distinct three‐dimensional orientations.