A series of novel heterocyclic combinatorial libraries containing 4H-thieno[3,2-b]pyrrole, thieno[2',3':4,5]-pyrrol[1,2-d][1,2,4]triazine and thieno[2',3':4,5]pyrrolo[1,2-a]pyrazine heterocyclic moieties were obtained by parallel solution-phase synthesis. Key steps include different reactions of initial alkyl 4H-thieno[3,2-b]-pyrrole-5-carboxylates, such as alkylation with alkylating agents; transformation of the carboxylate group into different reactive functionalities, followed by reactions with electrophilic species; intramolecular cyclizations; and amide bond formation. Simple manual techniques for parallel reactions were coupled with easy purification procedures to give high-purity final products.
Synthesis of Heterocyclic Compounds Possessing the 4H-Thieno[3,2-b]pyrrole Moiety. -The solution-phase parallel library syntheses of various thieno[3,2-b]pyrroles are reported. In most cases, the desired products are obtained in moderate to good yields. -(ILYIN, A. P.; DMITRIEVA, I. G.; KUSTOVA, V. A.; MANAEV, A. V.; IVACHTCHENKO*, A. V.; J. Comb. Chem. 9 (2007) 1, 96-106; ChemDiv., Inc., San Diego, CA 92121, USA; Eng.) -Bartels 24-107
A convenient synthesis of novel imidazole-and pyrrole-fused 1-oxo-1,2,3,4-tetrahydropyrazine heterocyclic structures by a novel modification of the four-component Ugi condensation is described. The usefulness and versatility of the developed approach for the synthesis of variously substituted com-
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