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Synthesis of 2,9-diacyl-1, 10-phenanthrolines

✍ Scribed by A. Paul Krapcho; Akbar Ali


Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
134 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

A convenient high yield synthetic route leading to 2,9‐diacyl‐1,10‐phenanthrolines has been developed. The reaction of bis‐amide 1 with 2‐pyridyllithium, 6‐bromo‐2‐pyridyllithium or 2‐thienyllithium led to the diacyl compounds 5,6 and 7, respectively. Attempts to prepare 8 by intramolecular coupling of 6 or by treatment of 1 with dilithio analogue 9b were unsuccessful. Treatment of 1 with butyllithium or aryllithium reagents led to 10a, 10b and 10c.


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