Chemistry Reference
In-Depth Information
CHAPTER 6
Transition Metal-Catalyzed
Formation of C-O and
C-S Bonds
JAMES P. STAMBULI y
Department of Chemistry and Biochemistry, The Ohio State University,
100 W. 18th Avenue, Columbus, OH 43210, USA
Email: stambuli@chemistry.ohio-state.edu
6.1 Introduction
Over the last decade, transiton metal-catalyzed cross-coupling reactions have
become commonplace in small-molecule synthesis. The Nobel Committee
recognized the importance of such reactions by rewarding several of
the pioneering chemists who developed cross-coupling reactions with the
Nobel Prize in Chemistry in 2010. The most widely used cross-coupling re-
actions, such as the Suzuki-Miyaura, 1,2 Heck 3,4 and Negishi 5 reactions,
typically involve the formation of carbon-carbon bonds. The formation of
carbon-nitrogen bonds via Buchwald-Hartwig aryl amination 6,7 is routinely
employed in both industrial and academic laboratories, whereas cross-
coupling reactions that construct carbon-oxygen and carbon-sulfur bonds
are employed less frequently.
y Present address: AbbVie, North Chicago, IL, USA. Email: james.stambuli@abbvie.com
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