Chapter Suzuki-Miyaura Coupling

Chapter 10—Organohalides. A discussion of synthesizing alkyl fluorides from alcohols has been added to Section 10.5 to reflect the increasing importance of fluorinated compounds in pharmaceutical chemistry. Coverage of the palladium-catalyzed Suzuki-Miyaura coupling reaction has been added to Section 10.7. 

Transition metal-catalysed reactions have emerged as powerful tools for carbon-carbon (C-C) bond formation [1], Cross-coupling reactions (Suzuki-Miyaura, Mizoroki-Heck, Stille, etc.) are recognised to be extremely reliable, robust and versatile. However, some other catalysed arylation reactions have been studied and have been reported to be very efficient [2]. In recent years, A -heterocyclic carbenes (NHC) have been extensively studied and their use as ligands for transition-metal catalysis has allowed for the significant improvement of many reactions [3]. This chapter highlights the use of NHC-bearing complexes in those arylation reactions. 

Buckley s chapter makes an impressive overview of the use of boron as a cross-coupling partner. The Suzuki-Miyaura reaction is one of the most versatile and important reactions in modern day organic synthesis and this... 

In Chapter 1, the authors present a general overview of the classical cross-coupling methods, such as Heck-Mizoroki, Suzuki-Miyaura, Sonogashira, Kumada, Negishi, Ullmann coupling, and modern methods for biaryl unit synthesis, with metals such as Fe and Co. This is a very extensive chapter. 

Due to the sheer volume and variety of Suzuki-Miyaura cross-coupling, it is unrealistic to summarize all the developments in one book chapter. Hence, in this section, we have categorized the cross-coupling reaction based on the nature of organo boron and organo halide. In the subsequent section, we have summarized several applications of these reactions in the total synthesis of natural products. Even in the synthesis section, many of the important applications could not be included due to the space constraints. 

Miyaura, N. and Suzuki, A. Chem. Rev. 1995, 95, 2457-2483. Suzuki, A. in Metal-catalyzed cross-coupling reactions Diederich, F. Stang, P. J. Eds. Wiley-VCH Weinheim Germany, 1988, chapter 2, 49-97. 

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