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| Description
| - The reactions of 3-amino, 3-hydroxy, and 3-thiocyanatoquinolinediones with alkyl/aryl isocyanates, isothiocyanates and some urea derivatives including their sulfa and aza analogues with the aim to prepare imidazo[4,5-c]quinoline-2,4-diones and their oxa and thia analogues. These compounds will be rearranged under three different reaction conditions to novel heterocyclic systems. It can be generally expected, that compounds prepared will be new derivatives of indolone, imidazoquinolone, imidazoquinazoline, 3-ureido indole, thiazoloquinazolone and their thia and aza analogues. All compounds will be completely characterized using 1H, 13C, and 15N NMR spectroscopy and mass spectra. The regioselectivity of these reactions will be studied aswell as isomerization reactions of the products. In all cases, reaction mechanisms will be proposed. The generalization of our findings for compounds containing a-aminoketone fragment is also our objective. A further objective is the biological screening (en)
- Budou studovány reakce 3-amino, 3-hydroxy a 3-thiokyanátochinolindionů s alkyl a arylisokyanáty, isothiokyanáty a deriváty močoviny včetně jejich sulfa a azaanalog s cílem připravit imidazo[4,5-c]chinolin-2,4-diony a jejich oxa a thia analoga. Tyto látkybudou podrobeny molekulárnímu přesmyku za třech modelových reakčních podmínek. Očekává se, že produkty přesmyku budou nové deriváty indolonu, imidazochinolinu, imidazochinazolinu, 3-ureidoindolu, thiazolochinazolonu a jejich thia a aza analoga. Všechny připravené látky budou charakterizovány pomocí 1H, 13C, 15N NMR spektroskopie a hmotové spektroskopie. Bude studována regioselektivita uvedených reakcí a také isomerizační reakce připravených látek a reakční mechanismy jejich vzniku. Záměrem je zobecněnídosažených výsledků pro všechny látky obsahující a-aminoketonové seskupení, ale také ověření biologické aktivity připravených látek.
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| Title
| - Transformations of 3-hydroxy, 3-amino, and 3-thiocyanatoquinoline-2,4(1H,3H)-diones to novel heterocyclic systems (en)
- Přeměny 3-hydroxy, 3-amino a 3-thiokyanátochinolin-2,4(1H,3H)-dionů na nové heterocyklické systémy
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| skos:notation
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| http://linked.open...avai/cep/aktivita
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| http://linked.open...kovaStatniPodpora
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| http://linked.open...ep/celkoveNaklady
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| http://linked.open...datumDodatniDoRIV
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| http://linked.open...i/cep/druhSouteze
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| http://linked.open...ep/duvernostUdaju
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| http://linked.open.../cep/fazeProjektu
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| http://linked.open...ai/cep/hlavniObor
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| http://linked.open...hodnoceniProjektu
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| http://linked.open...vai/cep/kategorie
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| http://linked.open.../cep/klicovaSlova
| - heterocycles; alpha-aminoketones; rearrangement; urea derivatives; NMR (en)
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| http://linked.open...ep/partnetrHlavni
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| http://linked.open...inujicichPrijemcu
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| http://linked.open...cep/pocetPrijemcu
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| http://linked.open...ocetSpoluPrijemcu
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| http://linked.open.../pocetVysledkuRIV
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| http://linked.open...enychVysledkuVRIV
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| http://linked.open...lneniVMinulemRoce
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| http://linked.open.../prideleniPodpory
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| http://linked.open...iciPoslednihoRoku
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| http://linked.open...atUdajeProjZameru
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| http://linked.open.../vavai/cep/soutez
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| http://linked.open...usZobrazovaneFaze
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| http://linked.open...ai/cep/typPojektu
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| http://linked.open...ep/ukonceniReseni
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| http://linked.open...ep/zahajeniReseni
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| http://linked.open...jektu+dodavatelem
| - . (en)
- Závěrečná zpráva projektu vykazuje překryv ze závěrečnou zprávou postdoktorského projektu 203/07/P266 řešitele Mrkvičky, který byl současně členem řešitelského kolektivu hodnoceného projektu. Rovněž všechny publikace z postdoktorského grantu jsou uvedeny (cs)
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| http://linked.open...tniCyklusProjektu
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| http://linked.open.../cep/klicoveSlovo
| - heterocycles
- alpha-aminoketones
- rearrangement
- urea derivatives
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| is http://linked.open...vavai/riv/projekt
of | - Preparation of thiazolo[5,4-c]quinoline-2,4-diones and thiazolo[3,4-c]quinazoline-3,5-diones
- Synthesis of New 1H,5H-Thiazolo[5,4-c]quinoline-2,4-diones
- Reaction of some 2-quinolone derivatives with phosphoryl chloride: Synthesis of novel phosphoric acid esters of 4-hydroxy-2-quinolone
- Limitations of the Wittig-Horner-type annulation of fluorobutenolide moiety to 3-hydroxyquinoline-2,4(2H,3H)-diones. Novel modifications of the Perkow reaction including fluorinated acyloxy leaving groups
- Molecular Rearrangement of 1-substituted 9b-Hydroxy-3,3a,5,9b-tetrahydro-1H-imidazo[4,5-c]quinoline-2,4-diones - an Unexpected Pathway to New Indole and Imidazolinone Derivatives
- Spectral assignments and reference data formation and structure elucidation of two novel spiro[2H-indol]-3(1H)-ones
- 1,3-Dipolar cycloadditions of 3-azidoquinoline-2,4(1H,3H)-diones
- NMR study of rearrangements of imidazo[4,5-c]quinolin-2,4-diones
- Přesmyky 1-subst. 9b-hydroxy-3,3a,5,9b-tetrahydro-1H-imidazo[4,5-c]chinolin-2,4-dionů. Neočekávaná cesta k novým indolovým a imidazolinonovým derivátům
- Reaction of 1-substituted 3-aminoquinolinediones with isocyanic and isothiocyanic acid
- Reaction of 3-Hydroxyquinoline-2,4-diones with Isocyanates and Thermally Induced Transformation of the Reaction Products
- Rearrangement of furo[2,3-c]quinoline-2,4(3aH,5H)-diones to furo[3,4-c]quinoline-3,4(1H,5H)-diones
- New Approaches to the Synthesis of 4-(2-Aminophenyl)imidazolin-2-ones and 3-Ureidoindoles and a Study of Their Interconversion
- Toward some saccharide functionalized quinolin-2(1H)-ones.
- Molecular Rearrangement of 9b-hydroxy-imidazo[4,5-c]quinoline-2,4-diones - an easy pathway to spiroindolinones
- Preparation of thiazolo[5,4-c]quinoline-2,4-diones and thiazolo[3,4-c]quinazoline-3,5-diones
- New approach to N-(α-ketoacyl)anthranilic acids.
- Thermal reaction of 3aH,5H-thiazolo[5,4-c]quinoline-2,4-diones - an easy pathway to 4-amino-1H-quinolin-2-ones and novel 6H-thiazolo[3,4-c]quinazoline-3,5-diones
- The First Entry to Pyrrolo[2,3-c]quinoline-2,4(3aH,5H)-diones
- Molecular rearrangement of 9b-hydroxy-imidazo[4,5-c]quinoline-2,4-diones ? a convenient pathway to spiro imidazolidine oxindole derivatives
- Reaction of 1-substituted 3-aminoquinoline-2,4-diones with isothiocyanates. An easy pathway to generate novel 2-thioxo-10H-spiro[imidazoline-5,3-indole]-2,2´-diones.
- Reaction of 3-phenyl-3-aminoquinoline-2,4-diones with isothiocyanates. Facile access to novel spiro-linked 2-thioxoimidazolidine-oxindoles and imidazoline-2-thiones
- Reaction of 3-aminoquinoline-2,4-diones with isothiocyanic acid - an easy pathway to thioxo derivatives of imidazo[1,5-c]quinazolin-5-ones and imidazo[4,5-c]quinolin-4-ones
- Selective formation of glycosidic linkages of N-unsubstituted 4-hydroxyquinolin-2-(1H)-ones
- Synthesis of 2-thioxoimidazolines via reaction of 1-unsubstituted 3-aminoquinoline-2,4-diones with isothiocyanates
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| is http://linked.open...vavai/cep/projekt
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