Sulfur-Ligand/Pd-Catalyzed Cross-Coupling Reactions of Aryl Halides with Arylboronic Acids Under Aerobic Conditions

被引：19

作者：

Li, Hong-ling ^{[1
]}

Wu, Zhi-sheng ^{[1
]}

Yang, Min ^{[1
]}

Qi, Yan-xing ^{[1
]}

机构：

[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

CATALYSIS LETTERS | 2010年 / 137卷 / 1-2期

关键词：

Cross-coupling reaction; Palladium; Sulfur-ligand; Catalysis; SUZUKI-MIYAURA REACTION; PALLADIUM COMPLEXES; PHENYLBORONIC ACID; ROOM-TEMPERATURE; EFFICIENT LIGAND; CYCLIC THIOUREA; BORONIC ACIDS; C-C; PD; CHLORIDES;

D O I：

10.1007/s10562-010-0342-z

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An air-and moisture-stable monodentate sulfur-ligand was synthesized. The ligand was found to be effective in Pd-catalyzed cross-coupling reactions of various aryl halides with arylboronic acids under aerobic conditions. This catalytic system is tolerant of a wide range of functional groups. The new complex structure of the sulfur-ligand/Pd(II) has been determined by single-crystal X-ray diffraction.

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页码：69 / 73

页数：5

相关论文

共 45 条

[1] RATES AND MECHANISM OF THE FORMATION OF ZEROVALENT PALLADIUM COMPLEXES FROM MIXTURES OF PD(OAC)(2) AND TERTIARY PHOSPHINES AND THEIR REACTIVITY IN OXIDATIVE ADDITIONS [J].

AMATORE, C ;

CARRE, E ;

JUTAND, A ;

MBARKI, MA .

ORGANOMETALLICS, 1995, 14 (04) :1818-1826

[2] Suzuki coupling of aryl chlorides with phenylboronic acid in water, using microwave heating with simultaneous cooling [J].

Arvela, RK ;

Leadbeater, NE .

ORGANIC LETTERS, 2005, 7 (11) :2101-2104

[3] Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].

Barder, TE ;

Walker, SD ;

Martinelli, JR ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696

[4] Homogeneous catalysis with transition metal complexes containing sulfur ligands [J].

Bayón, JC ;

Claver, C ;

Masdeu-Bultó, AM .

COORDINATION CHEMISTRY REVIEWS, 1999, 193-5 :73-145

[5] Palladium catalysts for the Suzuki cross-coupling reaction: An overview of recent advances [J].

Bellina, F ;

Carpita, A ;

Rossi, R .

SYNTHESIS-STUTTGART, 2004, (15) :2419-2440

[6] Highly efficient monophosphine-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters [J].

Billingsley, Kelvin ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (11) :3358-3366

[7] Thioureas as new chiral ligands for the asymmetric hydroformylation of styrene with rhodium(I) catalysts [J].

Breuzard, JAJ ;

Tommasino, ML ;

Touchard, F ;

Lemaire, M ;

Bonnet, MC .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 156 (1-2) :223-232

[8] Glivec (ST1571, Imatinib), a rationally developed, targeted anticancer drug [J].

Capdeville, R ;

Buchdunger, E ;

Zimmermann, J ;

Matter, A .

NATURE REVIEWS DRUG DISCOVERY, 2002, 1 (07) :493-502

[9] The design and synthesis of bis(thiourea) ligands and their application in Pd-catalyzed Heck and Suzuki reactions under aerobic conditions [J].

Chen, W ;

Li, R ;

Han, B ;

Li, BJ ;

Chen, YC ;

Wu, Y ;

Ding, LS ;

Yang, D .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (05) :1177-1184

[10] A novel thiourea ligand applied in the Pd-catalyzed Heck, Suzuki and Suzuki carbonylative reactions [J].

Dai, MJ ;

Liang, B ;

Wang, CH ;

You, ZJ ;

Xiang, J ;

Dong, GB ;

Chen, JH ;

Yang, Z .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) :1669-1673

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