Synthesis of Olefin‐Oxazoline Ligands (OlefOx) by Rhodium(III)‐Catalyzed Oxidative Olefination

Schröder, Nils; Besset, Tatiana; Glorius, Frank

doi:10.1002/adsc.201100711

Cited by 49 publications

(11 citation statements)

References 137 publications

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“…7 Liu and co‐workers,7a as well as Feng and Loh,7b showed that this catalyst system can also be transferred to phenyl carbamates by using overstoichiometric amounts of Cu(OAc) 2 . As independently shown by several research groups, the oxidative Heck reaction can also be conducted with other substrate classes by using Rh6a, 7c,d or Ru catalysts8, 9 in combination with different amounts of Cu(OAc) 2 .…”

Section: Methodsmentioning

confidence: 99%

Combining Rhodium and Photoredox Catalysis for CH Functionalizations of Arenes: Oxidative Heck Reactions with Visible Light

et al. 2014

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Direct, oxidative metal-catalyzed C-H functionalizations of arenes are important in synthetic organic chemistry. Often, (over-)stoichoimetric amounts of organic or inorganic oxidants have to be used in these reactions. The combination of rhodium and photoredox catalysis with visible light allows the direct C-H olefination of arenes. Small amounts (1 mol%) of a photoredox catalyst resulted in the efficient C-H functionalization of a broad range of substrates under mild conditions.

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Section: Methodsmentioning

confidence: 99%

Combining Rhodium and Photoredox Catalysis for CH Functionalizations of Arenes: Oxidative Heck Reactions with Visible Light

et al. 2014

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“…With 2-phenyloxazolines [145] and phenyltriazenes [146] as the substrates, their alkenylations also proceed in the presence of rhodium compounds, as shown in Equations (3. Other reactions are acylation [148], amination [149], halogenation [150] and silylation [151], as shown in Equations (3.3.5)-(3.3.8), respectively.…”

Section: Recent Applications Of Cyclometalation Five-membered Ring Inmentioning

confidence: 99%

Applications of Cyclometalation Five-Membered Ring Products and Intermediates as Catalytic Agents

Omae¹

2016

MRC

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The five-membered ring products and intermediates of cyclometalation reactions are very easily synthesized via donation from a hetero atom to a metal atom, which leads to the very high functionality of the product. This functionality is caused by the donation of the hetero atom and various types of metal atoms, halogen atom and other ligands such as alkanes, alkenes, alkynes, Cp, Cp*, aryl groups and heterocyclic compounds. These products have three types of catalytic applications: cyclometalation five-membered ring products as catalysts, cyclometalation five-membered ring intermediates as catalyst agents and cyclometalation five-membered ring intermediates with unconventional substrates and as catalyst actions. Because of the high functionality of these products, the applications of them have been increasing not only as the metathesis in the first and second generations of Hoveyda-Grubbs catalysts but also as in chiral reactions, crosscoupling reactions and polymerization reactions. The above cyclometalation products have been utilized for the production in many industrial fields such as pharmaceuticals, OLEDs, carbon dioxide utilizations, dye-sensitizer solar cells and sensors. We expect that these products would be used for the development of further new industrial products.

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“…sowie Feng und Loh7b zeigten, dass dieses Katalysesystem auch auf Phenylcarbamate mit überstöchiometrischen Mengen Cu(OAc) 2 übertragbar ist. Wie mehrere Arbeitskreise unabhängig voneinander nachgewiesen haben, ist die oxidative Heck‐Reaktion bei Verwendung eines Rh‐6a, 7c,d oder Ru‐Katalysators8, 9 und unterschiedlicher Mengen Cu(OAc) 2 auch mit anderen Substratklassen möglich.…”

Section: Methodsunclassified

Kombinierte Rhodium‐ und Photoredoxkatalyse in der C‐H‐Funktionalisierung von Arenen: oxidative Heck‐Reaktionen mit sichtbarem Licht

et al. 2014

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Direkte oxidative metallkatalysierte C-H-Funktionalisierungen von Arenen haben sich in den letzten Jahren zu einem wichtigen Gebiet der organischen Synthesechemie entwickelt. Häufig werden in diesen Reaktionen (über)stçchio-metrische Mengen an organischen oder anorganischen Oxidantien verwendet. Die Kombination von Rhodiumkatalyse und Photoredoxkatalyse mit sichtbarem Licht ermçglichte nun die direkte katalytische C-H-Olefinierung von Arenen. Geringe Mengen (1 Mol-%) des Photoredoxkatalysators und milde Reaktionsbedingungen erlauben eine effiziente C-HFunktionalisierung mit guter Substratbreite.

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Synthesis of Olefin‐Oxazoline Ligands (OlefOx) by Rhodium(III)‐Catalyzed Oxidative Olefination

Cited by 49 publications

References 137 publications

Combining Rhodium and Photoredox Catalysis for CH Functionalizations of Arenes: Oxidative Heck Reactions with Visible Light

Combining Rhodium and Photoredox Catalysis for CH Functionalizations of Arenes: Oxidative Heck Reactions with Visible Light

Applications of Cyclometalation Five-Membered Ring Products and Intermediates as Catalytic Agents

Kombinierte Rhodium‐ und Photoredoxkatalyse in der C‐H‐Funktionalisierung von Arenen: oxidative Heck‐Reaktionen mit sichtbarem Licht

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