Pincer-Nickel-Catalyzed Cross-Coupling of Aryl Sulfamates with Arylzinc Chlorides

被引：13

作者：

Tao, Jian-Long ^{[1
]}

Wang, Zhong-Xia ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 29期

基金：

中国国家自然科学基金;

关键词：

Homogeneous catalysis; Cross-coupling; Pincer complexes; Nickel; Ligand design; Sulfamates; ORGANOZINC REAGENTS; GRIGNARD-REAGENTS; SUZUKI; ACTIVATION; PALLADIUM; MESYLATES; NI; AMINATION; CLEAVAGE; BONDS;

D O I：

10.1002/ejoc.201500987

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nickel N,N,N-pincer complex 2 was demonstrated to effectively catalyze the cross-coupling of aryl sulfamates with arylzinc chlorides under mild conditions. The reaction is suitable for a wide range of substrates, and tolerates various functional groups.

引用

页码：6534 / 6540

页数：7

共 73 条

[31] Nickel Catalyzed Cross-Coupling of Aryl C-O Based Electrophiles with Aryl Neopentylglycolboronates [J].

Leowanawat, Pawaret ;

Zhang, Na ;

Percec, Virgil .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (02) :1018-1025

[32] Ni(COD)2/PCy3 Catalyzed Cross-Coupling of Aryl and Heteroaryl Neopentylglycolboronates with Aryl and Heteroaryl Mesylates and Sulfamates in THF at Room Temperature [J].

Leowanawat, Pawaret ;

Zhang, Na ;

Resmerita, Ana-Maria ;

Rosen, Brad M. ;

Percec, Virgil .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (24) :9946-9955

[33]

Li B. J., 2008, ANGEW CHEM, V120, P10278

[34] Activation of "Inert" Alkenyl/Aryl C-O Bond and Its Application in Cross-Coupling Reactions [J].

Li, Bi-Jie ;

Yu, Da-Gang ;

Sun, Chang-Liang ;

Shi, Zhang-Jie .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (06) :1728-1759

[35] Cross-Coupling of Aryl/Alkenyl Pivalates with Organozinc Reagents through Nickel-Catalyzed C-O Bond Activation under Mild Reaction Conditions [J].

Li, Bi-Jie ;

Li, Yi-Zhou ;

Lu, Xing-Yu ;

Liu, Jia ;

Guan, Bing-Tao ;

Shi, Zhang-Jie .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (52) :10124-10127

[36] Synthesis of biaryls and polyaryls by ligand-free Suzuki reaction in aqueous phase [J].

Liu, LF ;

Zhang, YH ;

Xin, BW .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (10) :3994-3997

[37] Room-temperature nickel-catalysed cross-couplings of aryl chlorides with arylzincs [J].

Liu, Ning ;

Wang, Li ;

Wang, Zhong-Xia .

CHEMICAL COMMUNICATIONS, 2011, 47 (05) :1598-1600

[38] ACTIVATION OF REDUCING AGENTS - SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS .32. NICRALS AS VERY EFFICIENT AGENTS IN PROMOTING CROSS-COUPLING OF ARYL HALIDES [J].

LOURAK, M ;

VANDERESSE, R ;

FORT, Y ;

CAUBERE, P .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (20) :4844-4848

[39] Directed ortho metalation methodology.: The N,N-dialkyl aryl O-sulfamate as a new directed metalation as a group and cross-coupling partner for Grignard reagents [J].

Macklin, TK ;

Snieckus, V .

ORGANIC LETTERS, 2005, 7 (13) :2519-2522

[40]

McCann L. C., 2014, ANGEW CHEM, V126, P4475

← 1 2 3 4 5 6 7 8 →