共 40 条
Organocatalysis in Cross-Coupling: DMEDA-Catalyzed Direct C-H Arylation of Unactivated Benzene
被引:520
作者:
Liu, Wei
[3
]
Cao, Hao
[3
]
Zhang, Hua
[3
]
Zhang, Heng
[3
]
Chung, Kin Ho
[1
,2
]
He, Chuan
[3
]
Wang, Haibo
[3
]
Kwong, Fuk Yee
[1
,2
]
Lei, Aiwen
[3
,4
]
机构:
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
[3] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
[4] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词:
BOND ARYLATION;
ARYL BROMIDES;
N-OXIDES;
HETEROCYCLES;
INDOLES;
ALKENYLATION;
HETEROARENES;
ACTIVATION;
ARENES;
SCOPE;
D O I:
10.1021/ja103050x
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A striking breakthrough to the frame of traditional cross-couplings/C-H functionalizations using an organocatalyst remains unprecedented. We uncovered a conceptually different approach toward the biaryl syntheses by using DMEDA as the catalyst to promote the direct C-H arylation of unactivated benzene in the presence of potassium tert-butoxide. The arylation of unactivated benzene with aryl iodides, or aryl bromides and even chlorides under the assistance of an iodo-group, could simply take place at 80 degrees C. The new methodology presumably involves an aryl radical anion as an intermediate. This finding offers an option toward establishing a new horizon for direct C-H/cross-coupling reactions.
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页码:16737 / 16740
页数:4
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