Electrochemically Enabled [3 + 2] Cycloaddition of Alkenes with Vinyl Azides: Direct Access to 2,4,5-Trisubstituted 1-Pyrrolines

Electrosynthesis provides an efficient route for the construction of heterocyclic compounds. Herein, we report an electrochemically promoted [3 + 2] cycloaddition of alkenes with vinyl azides under mild conditions. This strategy enables the direct synthesis of 2,4,5-trisubstituted-1-pyrrolines. Compared with conventional methods, this approach requires no oxidants, reductants, or metals. Mechanistic studies have revealed that the reaction proceeds via a cyclization process of alkene radical cations, and both the anode and the cathode play indispensable roles in the reaction.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2026-01-21
DOI
https://doi.org/10.1021/acs.orglett.5c04941
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Electrochemically Enabled [3 + 2] Cycloaddition of Alkenes with Vinyl Azides: Direct Access to 2,4,5-Trisubstituted 1-Pyrrolines

Shaoxiong Yang, Yanren Zhu, Silei Ye, Enfan Pu et al.
Organic Letters
Radical Photochemical Reactions
article

Electrochemically Enabled [3 + 2] Cycloaddition of Alkenes with Vinyl Azides: Direct Access to 2,4,5-Trisubstituted 1-Pyrrolines

Shaoxiong Yang, Yanren Zhu, Silei Ye, Enfan Pu, Xiong Li, Hongbin Zhang, P. Jiang, Jingbo Chen, Menghua Chen
article en

Abstract

Electrosynthesis provides an efficient route for the construction of heterocyclic compounds. Herein, we report an electrochemically promoted [3 + 2] cycloaddition of alkenes with vinyl azides under mild conditions. This strategy enables the direct synthesis of 2,4,5-trisubstituted-1-pyrrolines. Compared with conventional methods, this approach requires no oxidants, reductants, or metals. Mechanistic studies have revealed that the reaction proceeds via a cyclization process of alkene radical cations, and both the anode and the cathode play indispensable roles in the reaction.

Organic LettersVol. 28(4)
Yunnan University (CN), Yunnan Center for Disease Control And Prevention (CN)
Clean water and sanitation
Openalex Percentile: Top 83%
Radical Photochemical Reactions
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.

Electrochemically Enabled [3 + 2] Cycloaddition of Alkenes with Vinyl Azides: Direct Access to 2,4,5-Trisubstituted 1-Pyrrolines — Shaoxiong Yang, Yanren Zhu, et al. · Organic Letters (2026) | TGRS Research Map | TGRS