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Synthesis of Heterocyclic Analogs of α‐aminoadipic Acid and its Esters Based on Imidazo[2,1‐b][1,3]Thiazole 下载免费PDF全文
Algirdas Šačkus Diana Bričkutė Osvaldas Paliulis Frank Abildgaard Sløk 《Journal of heterocyclic chemistry》2015,52(4):1032-1036
A method for the preparation of heterocyclic analogs of α‐aminoadipic acid and its esters based on the imidazo[2,1‐b][1,3]thiazole ring system was developed. In this method, free‐radical bromination of ethyl 6‐methylimidazo[2,1‐b][1,3]thiazole‐5‐carboxylate with NBS afforded a versatile building block, ethyl 6‐bromomethylimidazo[2,1‐b][1,3]thiazole‐5‐carboxylate. Coupling of ethyl 6‐bromomethylimidazo[2,1‐b][1,3]thiazole‐5‐carboxylate with Schöllkopf's chiral auxiliary followed by acidic hydrolysis generated ethyl 6‐[(2S)‐2‐amino‐3‐methoxy‐3‐oxopropyl]imidazo[2,1‐b][1,3]thiazole‐5‐carboxylate. A similar procedure using diethyl (Boc‐amino)malonate yielded racemic 2‐amino‐3‐[(5‐ethoxycarbonyl)imidazo[2,1‐b][1,3]thiazol‐6‐yl]propanoic acid. 相似文献
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V. Getautis M. Daskeviciene A Stanisauskaite O. Paliulis 《Chemistry of Heterocyclic Compounds》2002,38(7):778-782
A series of branched hydrazones have been prepared by reaction of N-(2,3-epoxypropyl) derivatives of 9-ethyl-3-carbazolecarbaldehyde and 4-diethylamino-benzcarbaldehyde phenylhydrazones with 1,2-, 1,3-, and 1,4-benzenediols. It was found that the reaction rate depends on the polarity of solvents. 相似文献
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V. Getautis O. Paliulis R. Degutyte I. Paulauskaite 《Chemistry of Heterocyclic Compounds》2004,40(1):90-93
A new class of branched hydrazones has been prepared by the reaction of N-2,3-epoxypropylated N-phenylhydrazones containing photoconductive groups with 2,5-dimercapto-1,3,4-thiadiazole in the presence of the catalyst triethylamine. 相似文献
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