Cross-Coupling Reactions: A Practical Guide

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In 1972, a very powerful catalytic cycle for carbon-carbon bond formation was 2 first discovered by the coupling reaction of Grignard reagents at the sp -carbon. Over the past 30 years, the protocol has been substantially improved and expanded to other coupling reactions of Li,B,N,O,Al,Si,P,S,Cu,Mn,Zn,In,Sn, and Hg compounds. These reactions provided an indispensable and simple methodology for preparative organic chemists. Due to the simplicity and rel- bility in the carbon-carbon, carbon-heteroatom, and carbon-metalloid bo- formations,as well as high efficiency of the catalytic process,the reactions have been widely employed by organic chemists in various fields. Application of the protocol ranges from various syntheses of complex natural products to the preparation of biologically relevant molecules including drugs, and of sup- molecules, and to functional materials. The reactions on solid surfaces allow robot synthesis and combinatorial synthesis. Now, many organic chemists do not hesitate to use transition metal complexes for the transformation of org- ic molecules. Indeed, innumerable organic syntheses have been realized by the catalyzed reactions of transition metal complexes that are not achievable by t- ditional synthetic methods. Among these, the metal-catalyzed cross-coupling reactions have undoubtedly contributed greatly to the development of such a new area of “metal-catalyzed organic syntheses”. An excellent monograph for the cross-coupling reactions and other met- catalyzed C-C bond-forming reactions recently appeared in Metal-catalyzed Cross-coupling Reactions (Wiley-VCH,1998).

Author(s): Tamao Kohei, Norio Miyaura (auth.), Prof. Norio Miyaura (eds.)
Series: Topics in Current Chemistry 219
Edition: 1
Publisher: Springer-Verlag Berlin Heidelberg
Year: 2002

Language: English
Pages: 248
City: Berlin
Tags: Organic Chemistry; Inorganic Chemistry; Physical Chemistry

Introduction to Cross-Coupling Reactions....Pages 1-9
Organoboron Compounds....Pages 11-59
Organosilicon Compounds....Pages 61-85
Organotin Compounds....Pages 87-130
Practical Palladium Catalysts for C-N and C-O Bond Formation....Pages 131-209
Direct Arylation via Cleavage of Activated and Unactivated C-H Bonds....Pages 211-241