1.2. 4 C—O, C—S, and C—B Bond Formation
Book
Editors: Cazin, C. ; Nolan, S.
Title: N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1
Print ISBN: 9783132012813; Online ISBN: 9783132407633; Book DOI: 10.1055/b-004-132254
1st edition © 2017. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.
Type: Multivolume Edition
Abstract
This chapter describes the formation of C—O, C—S, and C—B bonds mediated by N-heterocyclic carbene based transition-metal catalysts. These reactions represent efficient and economical methods to prepare aryl ethers, phenols, sulfides (thioethers), aryl sulfoxides, and aryl boronates, all of which are important as synthetic intermediates or target compounds in natural product and materials chemistry. The transformations can be mediated by a range of metals including palladium, copper, nickel, and zinc, and the chapter is arranged accordingly.
Key words
N-heterocyclic carbenes - C—O bond formation - C—S bond formation - C—B bond formation - ethers - phenols - sulfides - sulfoxides - boronates - aryl halides - thiols - cross coupling - palladium - copper - nickel - zinc- 1 Valente, C, Çalimsiz, S, Hoi, KH, Mallik, D, Sayah, M, Organ, MG. Angew. Chem. Int. Ed.. 2012; 51: 3314
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- 18 Chartoire, A, Lesieur, M, Falivene, L, Slawin, AMZ, Cavallo, L, Cazin, CSJ, Nolan, SP. Chem.–Eur. J.. 2012; 18: 4517