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academies
February 18-19, 2019 | Paris, France
Joint Event
Green Chemistry and Technology
8
th
World Congress on
International Conference on
Organic and Inorganic Chemistry
Journal of Industrial and Environmental Chemistry| Volume: 3
The reactions of cyclohexan-1,3 and 1,4-diones for the synthesis of heterocyclic compounds with
antitumor activities
Rafat M Mohareb
Cairo University, Egypt
A
s typical reactive cyclohexan-1,4-dione and cyclohexan-
1,4-dione were recently used for the synthesis of different
heterocyclic compounds. On the other hand, its one or two
carbonyl groups could take part in substitution and cyclization
reactions through the tautomerized enolate form. Thus the
cascade reactions of addition, elimination and substitution
could be achieved in many reactions involving dimedone. The
reactions of cyclohexane-1,3-dione and cyclohexan-1,4-dione
with aldehydes have been extensively studied in the past years,
from which several types of compounds have been produced
according to the reaction conditions. The normal Knoevenagel
condensation of the title compounds with aldehydes have
been conducted with numerous methods including promotion
via amines surfactants, zeolites, ionic liquids. The use of
environmentally benign methods like in aqueous medium or in
the absence of vents and the usage of ultrasound or microwave
heating have also been developed in recent years. The reactions
usually proceed further through Michael addition reaction of
the second molecule of dimedone to yield tetraketones as
main products. On the other hand, tetraketones could be
easily converted to 9-substituted 1,8-dioxo-xanthenes by
dehydration step. In our continued interest in the design of new
multicomponent reactions and the application in the synthesis
of heterocyclic compounds, we found some unprecedented
reaction patterns in the reaction of the aryl hydrazodimedone
derivatives with elemental sulfur and cyanomethylene
reagents to produce thiophene derivatives. These were
capable for further heterocyclization reactions to produce
potential antitumor agents. Also due o the lower reactivity of
cyclohexan-1,4-dione our goals were to increase its reactivity
through building of active centers through the molecule.
e
:raafat_mohareb@yahoo.comJ Ind Environ Chem 2019, Volume 3
DOI: 10.4066/2591-7331-C1-009