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Single‐Step Synthesis of 3‐Iodoquinolines from 2‐Aminophenyl Ketones through a Regioselective (6‐ endo ‐ dig ) Electrophilic Cyclization
Author(s) -
Yaragorla Srinivasarao,
Pareek Abhishek,
Dada Ravikrishna,
Saini Pyare Lal
Publication year - 2017
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.201700668
Subject(s) - regioselectivity , dig , chemistry , electrophile , nucleophile , combinatorial chemistry , organic chemistry , stereochemistry , catalysis , computer security , computer science
A highly facile single‐step synthetic approach to 3‐iodoquinolines has been developed for the first time from readily available 2‐aminobenzophenones and terminal alkynes. The reaction involves the nucleophilic addition of terminal alkynes to 2‐aminobenzophenones followed by a regioselective iodocyclization (6‐ endo ‐ dig ) to furnish 2,4‐disubstituted 3‐iodoquinolines in high yields. In general, 2,4‐diaryl‐substituted products were isolated without the need for column chromatography.