One-Pot and Regiospecific Synthesis of 2,3-Disubstituted Indoles from 2‑Bromoanilides via Consecutive Palladium-Catalyzed Sonogashira Coupling, Amidopalladation, and Reductive Elimination

A practical one-pot and regiospecific three-component process for the synthesis of 2,3-disubstituted indoles from 2-bromoanilides was developed via consecutive palladium-catalyzed Sonogashira coupling, amidopalladation, and reductive elimination.

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Bibliographic Details
Published in:Journal of organic chemistry 2013-05, Vol.78 (9), p.4558-4562
Main Authors: Lu, Bruce Z, Wei, Han-Xun, Zhang, Yongda, Zhao, Wenyi, Dufour, Marine, Li, Guisheng, Farina, Vittorio, Senanayake, Chris H
Format: Article
Language:English
Subjects:
Amides - chemistry
Anilides - chemistry
Catalysis
Cyclization
Hydrocarbons, Brominated - chemistry
Indoles - chemical synthesis
Indoles - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Oxidation-Reduction
Palladium - chemistry
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Summary:A practical one-pot and regiospecific three-component process for the synthesis of 2,3-disubstituted indoles from 2-bromoanilides was developed via consecutive palladium-catalyzed Sonogashira coupling, amidopalladation, and reductive elimination.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo302679f