Ligands for copper-catalyzed C-N bond forming reactions with 1 Mol% CuBr as catalyst

Kai Yang; Yatao Qiu; Zheng Li; Zhaoyang Wang; Sheng Jiang

doi:10.1021/jo1026035

Ligands for copper-catalyzed C-N bond forming reactions with 1 Mol% CuBr as catalyst

Kai Yang, Yatao Qiu, Zheng Li, Zhaoyang Wang, Sheng Jiang

Research output: Contribution to journal › Article

98 Scopus citations

Abstract

Several new ligands were designed to promote copper-catalyzed Ullman C-N coupling reactions. In this group, 8-hydroxyquinolin-N-oxide was found to serve as a superior ligand for CuBr-catalyzed coupling reactions of aryl iodides, bromides, and chlorides with aliphatic amines and N-heterocycles under a low catalyst loading (1% [Cu] mol). Reactions with the inexpensive catalytic system display a high functional group tolerance as well as excellent chemoselectivity.

Original language	English (US)
Pages (from-to)	3151-3159
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	76
Issue number	9
DOIs	https://doi.org/10.1021/jo1026035
State	Published - May 6 2011

ASJC Scopus subject areas

Organic Chemistry

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abstract = "Several new ligands were designed to promote copper-catalyzed Ullman C-N coupling reactions. In this group, 8-hydroxyquinolin-N-oxide was found to serve as a superior ligand for CuBr-catalyzed coupling reactions of aryl iodides, bromides, and chlorides with aliphatic amines and N-heterocycles under a low catalyst loading (1% [Cu] mol). Reactions with the inexpensive catalytic system display a high functional group tolerance as well as excellent chemoselectivity.",

author = "Kai Yang and Yatao Qiu and Zheng Li and Zhaoyang Wang and Sheng Jiang",

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T1 - Ligands for copper-catalyzed C-N bond forming reactions with 1 Mol% CuBr as catalyst

AU - Yang, Kai

AU - Qiu, Yatao

AU - Li, Zheng

AU - Wang, Zhaoyang

AU - Jiang, Sheng

PY - 2011/5/6

Y1 - 2011/5/6

N2 - Several new ligands were designed to promote copper-catalyzed Ullman C-N coupling reactions. In this group, 8-hydroxyquinolin-N-oxide was found to serve as a superior ligand for CuBr-catalyzed coupling reactions of aryl iodides, bromides, and chlorides with aliphatic amines and N-heterocycles under a low catalyst loading (1% [Cu] mol). Reactions with the inexpensive catalytic system display a high functional group tolerance as well as excellent chemoselectivity.

AB - Several new ligands were designed to promote copper-catalyzed Ullman C-N coupling reactions. In this group, 8-hydroxyquinolin-N-oxide was found to serve as a superior ligand for CuBr-catalyzed coupling reactions of aryl iodides, bromides, and chlorides with aliphatic amines and N-heterocycles under a low catalyst loading (1% [Cu] mol). Reactions with the inexpensive catalytic system display a high functional group tolerance as well as excellent chemoselectivity.

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