Copper-Catalyzed Dearomative [3 + 2] Annulation of Indoles with 2-Iodoacetic Acid

An efficient copper-catalyzed dearomative [3 + 2] annulation of indoles with 2-iodoacetic acid is developed. By employing Cu(OTf)<sub>2</sub>/2,2'-bis(2-oxazoline) as the catalyst and LPO as the oxidant, a series of indoline-fused butyrolactones were synthesized in moderate to good yields. The reaction features mild conditions, a broad substrate scope, and readily available starting materials. Furthermore, synthetic transformations of the products were conducted to demonstrate the practical utility of this reaction.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2024-11-04
DOI
https://doi.org/10.1021/acs.orglett.4c03213
Citations
7
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.75

Funders

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

Copper-Catalyzed Dearomative [3 + 2] Annulation of Indoles with 2-Iodoacetic Acid

Xuefeng Bai, Yi‐Xia Jia, Ren‐Xiao Liang, Ming‐Hua Mao et al.
7 citations
Organic Letters
Catalytic C–H Functionalization Methods
1.75
article

Copper-Catalyzed Dearomative [3 + 2] Annulation of Indoles with 2-Iodoacetic Acid

Xuefeng Bai, Yi‐Xia Jia, Ren‐Xiao Liang, Ming‐Hua Mao, Hu-Jie Cai, Bao-Yu Du
article en
7 citations

Abstract

An efficient copper-catalyzed dearomative [3 + 2] annulation of indoles with 2-iodoacetic acid is developed. By employing Cu(OTf)<sub>2</sub>/2,2'-bis(2-oxazoline) as the catalyst and LPO as the oxidant, a series of indoline-fused butyrolactones were synthesized in moderate to good yields. The reaction features mild conditions, a broad substrate scope, and readily available starting materials. Furthermore, synthetic transformations of the products were conducted to demonstrate the practical utility of this reaction.

Organic LettersVol. 26(45)
Tianjin University of Technology (CN), Zhejiang University of Technology (CN)
National Natural Science Foundation of China, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 16%
Catalytic C–H Functionalization Methods
1.75
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.