CuI-Nanoparticles-Catalyzed Selective Synthesis of Phenols, Anilines, and Thiophenols from Aryl Halides in Aqueous Solution

CuI-nanoparticles-catalyzed selective synthesis of phenols, anilines, and thiophenols from aryl halides was developed in the absence of both ligands and organic solvents. Anilines were formed selectively with ammonia competing with hydroxylation and thiophenols were generated selectively with sulfur...

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Bibliographic Details
Published in:Journal of organic chemistry 2011-04, Vol.76 (7), p.2296-2300
Main Authors: Xu, Hua-Jian, Liang, Yu-Feng, Cai, Zhen-Ya, Qi, Hong-Xia, Yang, Chun-Yan, Feng, Yi-Si
Format: Article
Language:English
Subjects:
Aniline Compounds - chemical synthesis
Aniline Compounds - chemistry
Catalysis
Copper - chemistry
Hydrocarbons, Halogenated - chemistry
Iodides - chemistry
Ligands
Molecular Structure
Nanoparticles - chemistry
Phenols - chemical synthesis
Phenols - chemistry
Solutions - chemistry
Solvents - chemistry
Sulfhydryl Compounds - chemical synthesis
Sulfhydryl Compounds - chemistry
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Summary:CuI-nanoparticles-catalyzed selective synthesis of phenols, anilines, and thiophenols from aryl halides was developed in the absence of both ligands and organic solvents. Anilines were formed selectively with ammonia competing with hydroxylation and thiophenols were generated selectively with sulfur powder after subsequent reduction competing with hydroxylation and amination.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo102506x