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Development Of New Synthetic Methodologies For The Synthesis Of Unusual Isocoumarin And Indole Derivatives:the Chemistry Of Homophthalic Acid

Many heterocyclic compounds containing nitrogen, oxygen and sulfur show wide
range of physiological activities and their synthesis has always been attracted the interest
of chemists.
The aim of this research is to develop new synthetic methodologies leading to the
synthesis of new derivatives of isocoumarines, indoles, isoquinolines, benzodiazepinones
and quinazolines, which have been found to show important biological activities.
Starting from homophthalic acid and bishomophthalic acid the corresponding acyl
azides were proposed to be synthesized, which then would be used for the synthesis of
various heterocycles. The proposed diazide from homophthalic was not formed due to the
tendency of the ortho-positioned acid to undergo cyclization.
Instead, new unusual benzochromen and isocoumarin derivatives have been
synthesized in a single step, for which reasonable mechanisms have been proposed.
The half ester produced from homophthalic acid was an important key compound
for the synthesis of new highly substituted indole derivatives, which are expected to be
biologically active.
The diisocyanate derived from was synthesized directly from ortho-bromo xylene
was treated with alcohols and hydrazine to produce seven membered rings. Instead of the
intramolecular cyclization reaction, they underwent polymerization to form new
polymers.
Furthermore, new synthetic method for the synthesis of pyrazoles has been
developed.

Identiferoai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/3/12608197/index.pdf
Date01 January 2007
CreatorsOzcan, Sevil
ContributorsBalci, Metin
PublisherMETU
Source SetsMiddle East Technical Univ.
LanguageEnglish
Detected LanguageEnglish
TypePh.D. Thesis
Formattext/pdf
RightsTo liberate the content for public access

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