advanced-chemistry-2018-posters-abstracts

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E u r o p e a n C o n g r e s s o n
Advanced Chemistry
Advanced Chemistry 2018
J u l y 1 2 - 1 3 , 2 0 1 8
P a r i s , F r a n c e
Page 39
Journal of Organic & Inorganic Chemistry
ISSN: 2472-1123
1,2,3,4-Tetrahydroisoquinolines are very important class of synthetic and
natural compounds, which display a broad range of medicinal activities
such as antitumor, antibacterial, antiplasmodial, and β-adrenergic receptor
antagonism. Tetrahydroisoquinoline arylated at C-4 shows prominent
pharmaceutical activities. Cherylline is a naturally occurring 4-aryl-1, 2, 3, 4-
tetrahydroisoquinoline alkaloid which has one stereo center in the molecule.
Ibuprofen or 2-(p-isobutyl phenyl) propionic acid belongs to the non-steroidal
anti-inflammatory agents with anti-inflammatory activity which has superior to
that of salicylate and is similar to phenylbutazone and indomethacin. From this
point of view, it was interesting for us to synthesise new compounds structurally
containing a cherylline moiety as well as an ibuprofen residue attached thereto.
We have successfully synthesized the required amides from the reaction
between differently substituted 2, 2-diphenylethyl amines with ibuprofen and N,
N’-dicyclohexylcarbodiimide. The second step of the synthesis was cyclization
of the newly obtained amides in the intramolecular α-amidoalkylation reaction
conditions. In recent years in the practice, acid catalysts are increasingly
found as the catalytic systems of acid absorbed on silica and their application
allows both the successful carry out of the reaction, as well as recovery and
repeat of the consistent application, which identifies them as environmentally
friendly green reagent. In search of green agents, we studied the possibility
of application of the system TfOH/SiO2 as heterogeneous acid catalyst in
the reaction of intramolecular α-amidoalkylation. The same systems in the
recent years successfully were applied in a number of acid-catalysed synthetic
procedures. They are characterized as environmentally friendly methods
to minimize harmful waste products. The obtained new compounds 2 and 3
(Reaxys) are characterized by IR, 1H- and 13C-NMR and MS.
Obtaining of new ibuprofen functionalized 4-aryl-1, 2, 3,
4-tetrahydroisoquinoline derivatives via heterogeneous-
catalyzed cyclisation: a green method for synthesis of new
cherylline derivatives
Stanimir P Manolov, Iliyan I Ivanov and Valeri A Mollov
University of Plovdiv Paisii Hilendarski, Bulgaria
Stanimir P Manolov et al., J Org Inorg Chem 2018, Volume: 4
DOI: 10.21767/2472-1123-C2-006
Biography
Stanimir Manolov received his of Computer chemistry
(2008), . (2009), and Ph.D. of Organic chemistry (2015)
degrees from University of Plovdiv (Bulgaria). He works as
assistant professor of organic chemistry from March 2012. In
February 2016 he was appointed as a chief assistant professor
of organic chemistry at University of Plovdiv “Paisii Hilendarski”.
His research in the group of Prof. Iliyan Ivanov is focused on the
development of new synthetic methodologies of biologically
active N and O containing natural compounds.