Paralēlajai sintēzei piemērotu 3,6-diaizvietotu imidazo[2,1b]tiazolu iegūšanas metožu izstrāde
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Latvijas Universitāte
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Abstract
Veikts literatūras apskats 3,6-diaizvietotu imidazo[2,1-b]tiazolu iegūšanai no halogēnketoniem un 2-aminotiazoliem, kā arī no halogēnketoniem un imidazolīn-2-tioniem. Apskatīti Suzuki-Mijaura reakcijā izmantojamie katalizatori heteroarilhlorīdiem un triflātiem.
3,6-Diaizvietotu imidazo[2,1-b]tiazoli iegūti no halogēnketoniem un 2-aminotiazoliem un no halogēnketoniem un imidazolīn-2-tioniem. Izstrādātas paralēlajai sintēzei piemērotas metodes imidazo[2,1-b]tiazolu 3. un 6. pozīcijas modificēšanai, izmantojot Suzuki-Miyaura reakciju. Izstrādāta imidazo[2,1-b]tiazol-6-karbonskābju amīdu sintēzes metode. Izstrādāta metode N-acilamino-, amino- un N,N-dialkilaminogrupu ievadīšanai imidazo[2,1-b]tiazolu 3. pozīcijā esošajā fenilgrupā pēc imidazo[2,1-b]tiazola cikla saslēgšanas.
The literature survey summarizes methods of preparation of 3,6-disubstituted imidazo[2,1-b] thiazoles from haloketones and 2-aminothiazoles, and from haloketones and imidazoline-2-thiones. Catalyst systems for Suzuki-Miyaura cross-coupling reaction of heteroarylchlorides and triflates also surveyed. 3,6-Disubstituted imidazo[2,1-b]thiazoles were prepared from haloketones and 2-aminothiazoles, and from haloketones and imidazoline-2-thiones. The Suzuki-Miyaura coupling - based methods for modification of 3- and 6- positions in imidazo[2,1-b]thiazoles, suitable for parallel synthesis, have been developed. A method of imidazo[2,1-b]thiazole-6-carboxylic acid amides has been elaborated. A method for a late-stage inserting of amino, N-acylamino and N,N-dialkylamino groups into the phenyl ring at the 3- position of imidazo[2,1-b]thiazoles, has also been elaborated.
The literature survey summarizes methods of preparation of 3,6-disubstituted imidazo[2,1-b] thiazoles from haloketones and 2-aminothiazoles, and from haloketones and imidazoline-2-thiones. Catalyst systems for Suzuki-Miyaura cross-coupling reaction of heteroarylchlorides and triflates also surveyed. 3,6-Disubstituted imidazo[2,1-b]thiazoles were prepared from haloketones and 2-aminothiazoles, and from haloketones and imidazoline-2-thiones. The Suzuki-Miyaura coupling - based methods for modification of 3- and 6- positions in imidazo[2,1-b]thiazoles, suitable for parallel synthesis, have been developed. A method of imidazo[2,1-b]thiazole-6-carboxylic acid amides has been elaborated. A method for a late-stage inserting of amino, N-acylamino and N,N-dialkylamino groups into the phenyl ring at the 3- position of imidazo[2,1-b]thiazoles, has also been elaborated.