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Diels-alder reaction of 1-methyl-3,6,8-trinitro-2-quinolone

✍ Scribed by Motoki Asahara; Moriaki Nagamatsu; Yasuo Tohda; Nagatoshi Nishiwaki; Masahiro Ariga

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

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✦ Synopsis

Abstract

1‐Methyl‐3,6,8‐trinitro‐2‐quinolone (1) behaved as the dienophile in Diels‐Alder reactions with dienes. When cyclopentadiene was used, cycloadduct 4 was obtained, which was then aromatized on treatment with triethylamine. In the reaction of 1 with hydrazone of 2‐butenal, phenanthridine derivative 7 was produced.

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