Organometallic Approaches to Carbon-Sulfur Bond Formation

被引:147
作者
Bichler, Paul [1 ]
Love, Jennifer A. [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
来源
C-X BOND FORMATION | 2010年 / 31卷
关键词
Carbon-sulfur; Cross-coupling; Catalysis; Bond activation; CROSS-COUPLING REACTIONS; PALLADIUM-CATALYZED SYNTHESIS; UNSYMMETRICAL DIARYL SULFONES; FORMING REDUCTIVE ELIMINATION; ARYL BORONIC ACIDS; TRANSITION-METAL; C-S; TERMINAL ALKYNES; VINYL SULFIDES; STEREOSELECTIVE-SYNTHESIS;
D O I
10.1007/978-3-642-12073-2_3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The transition metal mediated synthesis of carbon-sulfur (C-S) bonds is possible with a variety of simple and tailored metal complexes. This chapter serves to illustrate developments over the last decade involving the catalytic synthesis of C-S bonds with various transition metals, focusing on cross-coupling reactions and addition to pi-bonds.
引用
收藏
页码:39 / 64
页数:26
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共 261 条
[1]   Stereoselective synthesis of 1,2,3-trisubstituted 1,3-dienes through novel [3,3]-sigmatropic rearrangements in α-allenic methanesulfonates:: Application to the preparation of fused tricyclic systems by tandem rearrangement/Diels-Alder reaction [J].
Alcaide, B ;
Almendros, P ;
Aragoncillo, C ;
Redondo, MC .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (01) :98-106
[2]   Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].
Alonso, F ;
Beletskaya, IP ;
Yus, M .
CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159
[3]   Resting State and Elementary Steps of the Coupling of Aryl Halides with Thiols Catalyzed by Alkylbisphosphine Complexes of Palladium [J].
Alvaro, Elsa ;
Hartwig, John F. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (22) :7858-7868
[4]   Nickel-catalyzed addition of benzenethiol to alkynes: Formation of carbon-sulfur and carbon-carbon bonds [J].
Ananikov, V. P. ;
Zalesskiy, S. S. ;
Orlov, N. V. ;
Beletskaya, I. P. .
RUSSIAN CHEMICAL BULLETIN, 2006, 55 (11) :2109-2113
[5]   Stereodefined synthesis of a new type of 1,3-dienes by ligand-controlled carbon-carbon and carbon-heteroatom bond formation in nickel-catalyzed reaction of diaryldichalcogenides with Alkynes [J].
Ananikov, Valentine P. ;
Orlov, Nikolay V. ;
Kabeshov, Mikhail A. ;
Beletskaya, Irina P. ;
Starikova, Zoya A. .
ORGANOMETALLICS, 2008, 27 (16) :4056-4061
[6]   Remarkable ligand effect in Ni- and Pd-catalyzed bisthiolation and bisselenation of terminal alkynes:: Solving the problem of stereoselective dialkyldichalcogenide addition to the CC bond [J].
Ananikov, Valentine P. ;
Gayduk, Konstantin A. ;
Beletskaya, Irina P. ;
Khrustalev, Victor N. ;
Antipin, Mikhail Yu. .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (08) :2420-2434
[7]   New approach for size- and shape-controlled preparation of pd nanoparticles with organic ligands. Synthesis and application in catalysis [J].
Ananikov, Valentine P. ;
Orlov, Nikolay V. ;
Beletskaya, Irina P. ;
Khrustalev, Victor N. ;
Antipin, Mikhail Yu. ;
Timofeeva, Tatiana V. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (23) :7252-+
[8]   Catalyst Leaching as an Efficient Tool for Constructing New Catalytic Reactions: Application to the Synthesis of Cyclic Vinyl Sulfides and Vinyl Selenides [J].
Ananikov, Valentine P. ;
Gayduk, Konstantin A. ;
Beletskaya, Irina P. ;
Khrustalev, Victor N. ;
Antipin, Mikhail Yu. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (09) :1149-1161
[9]   Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions [J].
Ananikov, VP ;
Orlov, NV ;
Beletskaya, IP .
ORGANOMETALLICS, 2006, 25 (08) :1970-1977
[10]   Nickel(II) chloride-catalyzed regioselective hydrothiolation of alkynes [J].
Ananikov, VP ;
Malyshev, DA ;
Beletskaya, IP ;
Aleksandrov, GG ;
Eremenko, IL .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (15) :1993-2001