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Trends in Heterocyclic Chemistry   Volumes    Volume 8 
Abstract
Reaction of N-heteroaromatic N-oxide with nucleophile not accompanying by deoxygenation of N-oxide group
Yoshinobu Goto, Yoshinobu Tagawa
Pages: 35 - 47
Number of pages: 13
Trends in Heterocyclic Chemistry
Volume 8 

Copyright © 2002 Research Trends. All rights reserved

ABSTRACT

Reaction of N-heteroaromatic N-oxide with nucleophile not accompanying by deoxygenation of N-oxide group was effected to some extent by the reaction of quinoline 1-oxides with nucleophile in the presence of organometallic compounds like Grignard reagents, organolithium compounds or lead(IV) acetate and so on. These reactions seem likely to initiate by the formation of the primary adduct between N-oxide group and organometallic compounds, 1, 2-dihydrointermediate and subsequently give rise to the elimination of metal hydride, depending on the reaction conditions such as the presence and the kind of oxidant, solvents, and reaction temperature to afford the final corresponding 2-substituted quinoline 1-oxides in moderate to good yields.

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