Unusual reaction of aziridine dimer with acetylene dicarboxylates

Kostyanovsky, Remir G.; El’natanov, Yurii I.; Червин, И. И.; Antipin, M. Yu.; Lyssenko, Konstantin А.

doi:10.1070/mc1997v007n02abeh000708

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“…Recently, the proline-derived compound 129 was oxidized to the pyrrole 130 with MnO2 in THF at 85 °C without effecting the vinyl or dihydropyrazinone parts [123] (Scheme 35). The condensation of N-(2-aminoethyl)aziridine with two equivalents of diethyl acetylenedicarboxylate gave the triester 131, the same compound that could be obtained through the ring transformation of the furan tetraester 132 and 1,2-diaminoethane [124] (Scheme 36).…”

Section: Discussionmentioning

confidence: 97%

A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-a]Pyrazinones

et al. 2021

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Dihydropyrrolo[1,2-a]pyrazinone rings are a class of heterocycles present in a wide range of bioactive natural products and analogues thereof. As a direct result of their bioactivity, the synthesis of this privileged class of compounds has been extensively studied. This review provides an overview of these synthetic pathways. The literature is covered up until 2020 and is organized according to the specific strategies used to construct the scaffold: fusing a pyrazinone to an existing pyrrole, employing a pyrazinone-first strategy, an array of multicomponent reactions and some miscellaneous reactions.

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Section: Discussionmentioning

confidence: 97%