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Facile synthesis of 10-tert-butyl[1]benzoxepino[3,4-b][1,3] dioxolo[4,5-g]quinolin-12(6H)-ones

✍ Scribed by Yang Li; Chaohua Zhang; Mingchun Sun; Wentao Gao


Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
84 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

magnified image In this study a facile synthesis of novel 10‐tert‐butyl[1]benzoxepino[3,4‐b][1,3]dioxolo[4, 5‐g]quinolin‐12(6__H__)‐ones is described, featuring the one‐pot synthesis of 6‐[(tert‐butylphenoxy)methyl][1,3]dioxolo[4,5‐g]quinoline‐7‐carboxylic acids from ethyl 6‐(bromomethyl)[1,3]dioxolo[4,5‐g]quinoline‐7‐carboxylate and their intramolecular Friedel‐Crafts acylation reaction by the use of Eaton's reagent (P~2~O~5~–CH~3~ SO~3~H) under mild conditions. J. Heterocyclic Chem., (2009).


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## Abstract The reaction of the quinoxaline __N__‐oxides **7a,b** with diethyl ethoxymethylenemalonate gave the 1‐methylpyridazino[3,4‐__b__]quinoxaline‐4,4‐dicarboxylates **8a,b**, whose reaction with __N__‐bromosuccinimide or __N__‐chlorosuccinimide afforded the 3‐halogeno‐1‐methylpyridazino[3,4‐