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Frontispiece: Abnormal Nucleophilic Substitution on Methoxytropone Derivatives: Steric Strategy to Synthesize 5‐Substituted Azulenes
Author(s) -
Kumar Neha Rani,
Agrawal Abhijeet R.,
Zade Sanjio S.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201986262
Subject(s) - azulene , steric effects , regioselectivity , nucleophilic aromatic substitution , chemistry , nucleophilic substitution , combinatorial chemistry , aryl , indolizine , alkyl , substitution (logic) , computational chemistry , stereochemistry , organic chemistry , computer science , catalysis , programming language
Synthetic pathways : Azulene is a non‐alternant non‐benzenoid aromatic system with unusual photophysical properties. Azulene derivatives are potential materials for optoelectronic applications. The article describes the steric‐based abnormal nucleophilic substitution on 3‐substituted 2‐methoxytropones with ethyl cyanoacetate and tert ‐butylamine to furnish 5‐substituted multifunctional azulenes, which are not easily accessible by other synthetic approaches. The method is useful to accomplish the regioselective synthesis of alkyl‐, aryl‐, and heteroaryl‐substituted multifunctional azulenes, for more details see the Full Paper by S. S. Zade et al. on page 14064 ff.