Air-Stable Secondary Phosphine Oxide or Chloride (Pre)Ligands for Cross-Couplings of Unactivated Alkyl Chlorides

被引：59

作者：

Ackermann, Lutz ^{[1
]}

Kapdi, Anant R. ^{[1
]}

Schulzke, Carola ^{[2
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

[2] Univ Gottingen, Inst Anorgan Chem, D-37077 Gottingen, Germany

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 10期

关键词：

POSSESSING BETA-HYDROGENS; ARYL GRIGNARD-REAGENTS; DIRECT ARYLATIONS; C-C; HALIDES; CATALYSTS; PRELIGANDS; NICKEL; LIGANDS; ACID;

D O I：

10.1021/ol100658y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In situ generated and crystallographically well-defined, isolated palladium complexes derived from seven novel air-stable secondary phosphine oxides or chlorides enabled challenging Kumada-Corriu cross-couplings of unactivated alkyl chlorides bearing beta-hydrogens and proved applicable to transformations of alkyl-substituted organometallics.

引用

页码：2298 / 2301

页数：4

共 60 条

[51] Thaler T, 2010, NAT CHEM, V2, P125, DOI [10.1038/NCHEM.505, 10.1038/nchem.505]
[52] Functional Group Tolerant Kumada-Corriu-Tamao Coupling of Nonactivated Alkyl Halides with Aryl and Heteroaryl Nucleophiles: Catalysis by a Nickel Pincer Complex Permits the Coupling of Functionalized Grignard Reagents
Vechorkin, Oleg
Proust, Valerie
Hu, Xile
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (28) : 9756 - 9766
[53] Palladium-phosphinous acid-catalyzed NaOH-promoted cross-coupling reactions of arylsiloxanes with aryl chlorides and bromides in water
Wolf, C
Lerebours, R
[J]. ORGANIC LETTERS, 2004, 6 (07) : 1147 - 1150
[54] Efficient synthesis of sterically crowded biaryls by palladium-phosphinous acid-catalyzed cross-coupling of aryl halides and aryl grignards
Wolf, Christian
Xu, Hanhui
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (01) : 162 - 167
[55] Palladium-phosphinous acid-catalyzed cross-coupling of aryl and acyl halides with aryl-, alkyl-, and vinylzinc reagents
Xu, Hanhui
Ekoue-Kovi, Kekeli
Wolf, Christian
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (19) : 7638 - 7650
[56] Palladium-Catalyzed Suzuki-Miyaura Coupling of Pyridyl-2-boronic Esters with Aryl Halides Using Highly Active and Air-Stable Phosphine Chloride and Oxide Ligands
Yang, David X.
Colletti, Steven L.
Wu, Kevin
Song, Maoying
Li, George Y.
Shen, Hong C.
[J]. ORGANIC LETTERS, 2009, 11 (02) : 381 - 384
[57] Kumada-Corriu reactions of alkyl halides with alkynyl nucleophiles
Yang, LM
Huang, LF
Luh, TY
[J]. ORGANIC LETTERS, 2004, 6 (09) : 1461 - 1463
[58] The development of efficient catalysts for palladium-catalyzed coupling reactions of aryl halides
Zapf, A
Beller, M
[J]. CHEMICAL COMMUNICATIONS, 2005, (04) : 431 - 440
[59] Practical synthesis of new and highly efficient ligands for the Suzuki reaction of aryl chlorides
Zapf, A
Jackstell, R
Rataboul, F
Riermeier, T
Monsees, A
Fuhrmann, C
Shaikh, N
Dingerdissen, U
Beller, M
[J]. CHEMICAL COMMUNICATIONS, 2004, (01) : 38 - 39
[60] Direct palladium-catalyzed C-3 arylation of indoles
Zhang, Zhiqiang
Hu, Zhizhi
Yu, Zhixiao
Lei, Peng
Chi, Haijun
Wang, Yue
He, Ren
[J]. TETRAHEDRON LETTERS, 2007, 48 (13) : 2415 - 2419

← 1 2 3 4 5 6 →