Catalyst-Free Construction of 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 Annulative Functionalizations

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

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-11-26
DOI
https://doi.org/10.1021/acs.joc.4c01576
Citations
3
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
0.75

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Catalyst-Free Construction of Imidazole-Pyrrolo[1,2-a]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2-a]pyrrolo[2,1-c]pyrazine via Regioselective Annulative Functionalizations

M. JUNG, Hyunjin Oh, Ikyon Kim, Dohui Ku et al.
3 citations
The Journal of Organic Chemistry
Synthesis and Reactivity of Heterocycles
0.75
article

Catalyst-Free Construction of Imidazole-Pyrrolo[1,2-a]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2-a]pyrrolo[2,1-c]pyrazine via Regioselective Annulative Functionalizations

M. JUNG, Hyunjin Oh, Ikyon Kim, Dohui Ku, Sun Hee Lee
article en
3 citations

Abstract

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

The Journal of Organic ChemistryVol. 89(24)
Yonsei University (KR)
National Research Foundation of Korea
Openalex Percentile: Top 31%
Synthesis and Reactivity of Heterocycles
0.75
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.