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The synthesis and nucleophilic substitution of haloxanthones

✍ Scribed by Hashem Sharghi; Fatemeh Tamaddon


Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
60 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Acylation reaction of m‐cresol with 2,6‐dihalobenzoic acid in the presence of methansulfonic acid and subsequently, cyclization of the obtained o‐hydroxybenzophenones with K~2~CO~3~/dimethyl formamide, afforded haloxanthones 4 and 5 in high yields. Aromatic nucleophilic substitution of the resulted haloxanthones with O‐, N‐ and S‐nucleophiles are studied in a comparative manner, and various new O‐, N‐ and S‐substituted xanthones have obtained.


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Synthesis and nucleophilic substitution
✍ Hans-Peter Krimmer; Bernd Stowasser; Klaus Hafner πŸ“‚ Article πŸ“… 1982 πŸ› Elsevier Science 🌐 French βš– 216 KB

The reactlon of 2,4-dl-t-butyl-cyclopentadlene-I-carbaldehyde with oxalyl chloride or oxalyl bromide provides stable 6-chloro-and 6bromo-pentafulvenes, respectively Several nucleophlllc displacement reactIons of the new compounds are described Pentafulvenes carrying electron donating or wIthdrawIng