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Study of Regiochemical Trends During the Synthesis of Furan and 5‐( p ‐chlorophenyl)Furan Containing Novel Spiropyrrolidine Library Through 1,3‐dipolar Cycloaddition Reactions
Author(s) -
Mallya Sahana,
Kalluraya Balakrishna,
Jois H. S. Vidyashree
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2499
Subject(s) - furan , cycloaddition , chemistry , regioselectivity , chalcone , ring (chemistry) , aryl , medicinal chemistry , organic chemistry , stereochemistry , catalysis , alkyl
A new class of functionalized furan and 5‐( p ‐chlorophenyl)furan containing spiropyrrolidines has been synthesized in moderate to excellent yields by the one‐pot, three‐component 1,3‐dipolar cycloaddition reaction of in situ generated azomethine ylides with various furan/aryl furan‐substituted chalcones as dipolarophiles. The effect of electron deficient substituents at the fifth position of the furan ring in the chalcone on the regiochemistry of the cycloaddition formed was studied. The structures of the newly synthesized cycloaddicts were proved by analytical and spectral data.