4.2 Article

Synthesis and reactivity of novel pyrrolo[1,2-a]pyrazine derivatives

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MONATSHEFTE FUR CHEMIE
卷 147, 期 4, 页码 783-789

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SPRINGER WIEN
DOI: 10.1007/s00706-015-1619-0

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Azomethine; Cyclizations; Crystal structure; Schiff bases

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This research describes the utility of ethyl 2-amino-6,8-dimethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo-[1,2-a]pyrazine-7-carboxylate as a key starting material for synthesis of novel analogues of natural alkaloid peramine. This heterocyclic compound was synthesized by the reaction of corresponding N-alkylpyrrole with hydrazine hydrate in good yield. In further step, chemical reactivity of N-aminopiperazine was studied towards some electrophilic reagents such as carbonyl compounds, triethyl orthoformate, nitrous acid, acetylenedicarboxylic acid. The new compounds were characterized by H-1 and C-13 NMR, IR, elemental analysis, and X-ray crystallographic study.

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