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Identifier |
000455616 |
Title |
Σύνθεση αναλόγων της κολιμπακτίνης μέσω φωτοκαταλυτικής αντίδρασης κυκλοπροπανίωσης |
Alternative Title |
Synthesis of colibactin warhead analogues via photocatalytic cyclopropanation reaction |
Author
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Γκριμπούρα, Νεφέλη Χ.
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Thesis advisor
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Βασιλικογιαννάκης, Γεώργιος
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Abstract |
In Chapter 1 of this master thesis, a brief introduction about the general methods of
the cyclopropane ring synthesis using diiodomethane and diazo-compounds as
carbene sources is presented. Besides, the classical methods, the synthesis of
cyclopropanes via photocatalysis in the presence or absence of transition metals using
the same reagents is also described. Moreover, the uses of organic dye eosin in
organic synthesis are described. Finally, the structure of colibactin and it’s genotoxic
action are discussed.
In Chapter 2 a new and green method for the photocatalytic synthesis of
cyclopropane rings from 5-ylidene-1H-pyrrol-2(5H)-ones, which are structural
analogs of colibactin warhead is presented. Two different 1,1-dihalides are used for
the photocatalysis, diiodomethane and ethyl dibromoacetate. The organic dye eosin is
used as the photocatalyst. Also, the one pot synthesis of colibactin warhead analogs
starting from substituted furans is described.
In Chapter 3 all the experimental procedures for the synthesis of the substituted
furans, 5-ylidene-1H-pyrrol-2(5H)-ones and the desired final cyclopropyl products are
described.
In Chapter 4 all the NMR spectroscopy data of the synthesized compounds are given.
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Language |
Greek, English |
Subject |
Colibactin warhead analogues |
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Eosin, diiodomethane |
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Ethyl dibromoacetate |
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Διβρωμοοξικός αιθυλεστέρας |
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Διιωδομεθάνιο |
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Δομικά ανάλογα της κολιμπακτίνης |
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Εωσίνη |
Issue date |
2023-07-27 |
Collection
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School/Department--School of Sciences and Engineering--Department of Chemistry--Post-graduate theses
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Type of Work--Post-graduate theses
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Permanent Link |
https://elocus.lib.uoc.gr//dlib/a/3/4/metadata-dlib-1684487957-299362-9875.tkl
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Views |
415 |