Journal Article10.1021/JA039043G
A New Reaction Sequence Involving Palladium-Catalyzed Unsymmetrical Aryl Coupling
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TL;DR: Biphenylylalkenes containing an ortho substituent in one ring and a different ortho-, meta-, or para-substituent in the other are prepared in satisfactory yield from an orthosubstituted aryl iodide, a terminal olefin, and a base in DMF under the joint catalytic action of palladium(0) and norbornene.
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Abstract: Biphenylylalkenes containing an ortho substituent in one ring and a different ortho-, meta-, or para-substituent in the other are prepared in satisfactory yield from an ortho-substituted aryl iodide, an ortho-, meta-, or para-substituted aryl bromide, a terminal olefin, and a base in DMF under the joint catalytic action of palladium(0) and norbornene.
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Citations
Exploiting the Divergent Reactivity of Aryl–Palladium Intermediates for the Rapid Assembly of Fluorene and Phenanthrene Derivatives
TL;DR: In preliminary studies the dual reactivity of aryl-palladium intermediates is exploited and a diverse array of fluorene and phenanthrene derivatives were synthesized in a rapid and efficient manner.
142
Complementary site-selectivity in arene functionalization enabled by overcoming the ortho constraint in palladium/norbornene catalysis.
TL;DR: With a class of bridgehead-modified norbonene derivatives that can overcome the ortho constraint typical in palladium/norbornene catalysis, arene functionalization with site-selectivity complementary to EAS approaches can be achieved.
140
Formal synthesis of nitidine and NK109 via palladium-catalyzed domino direct arylation/N-arylation of aryl triflates.
TL;DR: The use of aryl triflates as reaction partners in a palladium-catalyzed domino direct arylation/N-arylation provides a great advantage due to the availability of starting materials and allows expedient access to biologically interesting benzo[c]phenanthridine alkaloids.
133
Synthesis of 6-phenanthridinones and their heterocyclic analogues through palladium-catalyzed sequential aryl-aryl and N-aryl coupling.
TL;DR: 6-Phenanthridinones and their heterocyclic analogues were synthesized through a one-pot procedure based on consecutive Pd-catalyzed aryl-aryl and N-aryl coupling from iodoarenes ortho-substituted by electron-releasing substituents and amides of o-bromoarene- and heteroarenescarboxylic acids.
133
Transition metal-catalyzed three-component coupling of allenes and the related allylation reactions.
TL;DR: The metal reagents or pi-allyl-metal intermediates obtained from the reaction are utilized for the allylation of aldehydes, ketones and imines, producing various homoallylic alcohols and amines in a highly regio- and stereoselective manner.
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References
Handbook of organopalladium chemistry for organic synthesis
Ei-ichi Negishi
- 26 Jul 2002
TL;DR: Palladium-CATALYZED Reactions Involving Nucleophilic Attack on -Ligands of Palladium-Alkene, PalladiumAlkyne, and Related Derivatives as mentioned in this paper.
3.2K
Catalytic multistep reactions via palladacycles
TL;DR: In this paper, the authors report new methodologies to achieve multistep reactions under the catalytic action of palladium complexes, which enables molecular pools consisting of several components to react in a definite order to form products with high chemo-, regio-and stereoselectivity.
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