Palladium-Catalyzed One-Pot Synthesis of 3-Arylindoles Based on <i>o</i> -Iodoaniline with Aryl Hydrazones

A tandem one-pot strategy for the efficient synthesis of indole derivatives has been developed via palladium-catalyzed coupling of <i>ortho</i>-iodoanilines with <i>N</i>-tosylhydrazones under basic conditions. The reaction proceeds through in situ formation of <i>o</i>-vinylaniline intermediates, followed by oxidative cyclization under palladium catalysis. The substrate scope study provided substituted 3-phenylindoles in moderate to good yields, demonstrating the method's practicality for indole construction. Notably, no protection of the indole N-H is required, representing a key advantage.

Authors

Institutions

Publication Details

Journal
ACS Omega
Published
2025-11-16
DOI
https://doi.org/10.1021/acsomega.5c07730
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Palladium-Catalyzed One-Pot Synthesis of 3-Arylindoles Based on o -Iodoaniline with Aryl Hydrazones

Yu Liu, Tengfei Zhang, Yue Chen, Dong‐Sheng Chen et al.
ACS Omega
Catalytic C–H Functionalization Methods
article

Palladium-Catalyzed One-Pot Synthesis of 3-Arylindoles Based on o -Iodoaniline with Aryl Hydrazones

Yu Liu, Tengfei Zhang, Yue Chen, Dong‐Sheng Chen, Zhihao Du
article en

Abstract

A tandem one-pot strategy for the efficient synthesis of indole derivatives has been developed via palladium-catalyzed coupling of <i>ortho</i>-iodoanilines with <i>N</i>-tosylhydrazones under basic conditions. The reaction proceeds through in situ formation of <i>o</i>-vinylaniline intermediates, followed by oxidative cyclization under palladium catalysis. The substrate scope study provided substituted 3-phenylindoles in moderate to good yields, demonstrating the method's practicality for indole construction. Notably, no protection of the indole N-H is required, representing a key advantage.

ACS OmegaVol. 10(46)
Institute for Student Achievement (US), Shanghai Institute of Pharmaceutical Industry (CN)
Openalex Percentile: Top 72%
Catalytic C–H Functionalization Methods
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.