Catalyst-Free Construction\nof Imidazole-Pyrrolo[1,2‑<i>a</i>]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2‑<i>a</i>]pyrrolo[2,1‑<i>c</i>]pyrazine via Regioselective\nAnnulative Functionalizations

Highly efficient catalyst-free annulative functionalization\napproaches\nto a novel imidazole-pyrrolo[1,2-<i>a</i>]pyrazine hybrid\nstructure were devised from the reaction of β-enaminone with\npropargylamine where regioselective conjugate substitution of β-enaminone\nwith propargylamine followed by cycloisomerization proceeded smoothly\nin a domino fashion to construct two heterocyclic moieties (pyrazine\nand imidazole) via successive formation of three C–N bonds,\nleading to the target tricyclic skeleton.

Publication Details

Journal
Figshare
Published
2024-11-26
DOI
https://doi.org/10.1021/acs.joc.4c01576.s001
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
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article

Catalyst-Free Construction\nof Imidazole-Pyrrolo[1,2‑a]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2‑a]pyrrolo[2,1‑c]pyrazine via Regioselective\nAnnulative Functionalizations

Figshare
Synthesis and Reactivity of Heterocycles
article

Catalyst-Free Construction\nof Imidazole-Pyrrolo[1,2‑a]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2‑a]pyrrolo[2,1‑c]pyrazine via Regioselective\nAnnulative Functionalizations

article en

Abstract

Highly efficient catalyst-free annulative functionalization\napproaches\nto a novel imidazole-pyrrolo[1,2-<i>a</i>]pyrazine hybrid\nstructure were devised from the reaction of β-enaminone with\npropargylamine where regioselective conjugate substitution of β-enaminone\nwith propargylamine followed by cycloisomerization proceeded smoothly\nin a domino fashion to construct two heterocyclic moieties (pyrazine\nand imidazole) via successive formation of three C–N bonds,\nleading to the target tricyclic skeleton.

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Openalex Percentile: Top 72%
Synthesis and Reactivity of Heterocycles
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Catalyst-Free Construction\nof Imidazole-Pyrrolo[1,2‑<i>a</i>]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2‑<i>a</i>]pyrrolo[2,1‑<i>c</i>]pyrazine via Regioselective\nAnnulative Functionalizations · Figshare (2024) | TGRS Research Map | TGRS