A Metal-Free Approach to Imidazo[2,1- a ]isoquinolines from 2 H -Azirines as 2-Atom Synthons and Isoquinolinium N -Ylides

Currently, the protocol to achieve imidazo[2,1-a]isoquinolines from isoquinolinium N-ylides was rare. Herein, a novel metal-free approach to imidazo[2,1-a]isoquinolines from 2H-azirines and isoquinolinium N-ylides has been successfully developed in a one-pot way, in which 2H-azirines acted as 2-atom synthons to construct azaheterocycles. The investigation indicated that the protocol to synthesize imidazo[2,1-a]isoquinolines might proceed via a radical pathway, and this reaction underwent a cascade of formal [3 + 2] annulation, ring-opening, and elimination/aromatization processes.

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-11-09
DOI
https://doi.org/10.1021/acs.joc.6c01885
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
NOV
article

A Metal-Free Approach to Imidazo[2,1- a ]isoquinolines from 2 H -Azirines as 2-Atom Synthons and Isoquinolinium N -Ylides

Xiaoli Bao, Weiyin Yi, Yuxi Wang, qiurou yu et al.
The Journal of Organic Chemistry
Synthesis and Reactivity of Heterocycles
article

A Metal-Free Approach to Imidazo[2,1- a ]isoquinolines from 2 H -Azirines as 2-Atom Synthons and Isoquinolinium N -Ylides

Xiaoli Bao, Weiyin Yi, Yuxi Wang, qiurou yu, Jiaping Feng, Wen Cheng, Chuanhao Zhang
article en

Abstract

Currently, the protocol to achieve imidazo[2,1-a]isoquinolines from isoquinolinium N-ylides was rare. Herein, a novel metal-free approach to imidazo[2,1-a]isoquinolines from 2H-azirines and isoquinolinium N-ylides has been successfully developed in a one-pot way, in which 2H-azirines acted as 2-atom synthons to construct azaheterocycles. The investigation indicated that the protocol to synthesize imidazo[2,1-a]isoquinolines might proceed via a radical pathway, and this reaction underwent a cascade of formal [3 + 2] annulation, ring-opening, and elimination/aromatization processes.

The Journal of Organic Chemistry
Shanghai Institute of Technology (CN)
Synthesis and Reactivity of Heterocycles
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.

Laika access coming soon