1,721,003 research outputs found
Oxidative Allylic Amination Reactions of Unactivated Olefins - At the Frontiers of Palladium and Selenium Catalysis
The direct oxidative conversion of simple, nonactivated alkenes into allylic amine derivatives represents a profound challenge to contemporary chemical synthesis. This article provides an overview on recent methodological developments and applications in the realm of modern palladium- and selenium-catalyzed oxidative allylic amination reactions.Fonds der Chemischen Industri
ChemInform Abstract: Oxidative Allylic Amination Reactions of Unactivated Olefins — At the Frontiers of Palladium and Selenium Catalysis
Recent developments in sulfur- and selenium-catalyzed oxidative and isohypsic functionalization reactions of alkenes
This digest manuscript delineates recent developments in the context of sulfur- and selenium-catalyzed oxidative and isohypsic functionalization reactions of simple alkenes. The discussion also includes considerations of mechanistic modes of reactant and/or reagent activation exhibited by sulfur and selenium in the context of various transformations, such as electrophilic aminations, sulfenylations, selenenylations, oxygen-transfer reactions, and radical reactions. Furthermore, current applications of thiocatalytic methods in the realm of complex natural product synthesis are discussed. (C) 2015 Elsevier Ltd. All rights reserved.Deutsche Forschungsgemeinschaft (DFG); Fonds der Chemischen Industri
Light‐Driven Single‐Electron Transfer Processes as an Enabling Principle in Sulfur and Selenium Multicatalysis
ChemInform Abstract: Recent Developments in Sulfur‐ and Selenium‐Catalyzed Oxidative and Isohypsic Functionalization Reactions of Alkenes
Iodine(III)-mediated oxidative intramolecular arene-alkene coupling exemplified in the synthesis of phenanthrenes
An iodine(III)-mediated synthesis of substituted phenanthrenes from ortho-vinylated biaryl derivatives through highly 6-endo-trig selective oxidative intramolecular arene-alkene coupling is reported. The title method allows for the construction of diversely functionalized target compounds under very mild conditions and in yields ranging up to 79%. Preliminary mechanistic investigations indicate that the reaction presumably proceeds via activation of the alkene moiety followed by a Friedel-Crafts-type electrophilic aromatic substitution at the adjacent arene ring
Light‐Driven Single‐Electron Transfer Processes as an Enabling Principle in Sulfur and Selenium Multicatalysis
Abstract Cooperativity has become a mainstay in the context of multicatalytic reaction design. The combination of two or more catalysts that possess mechanistically distinct activation principles within a single chemical setting can enable bond constructions that would be impossible for any of the catalysts alone. An emerging subdomain within the field of multicatalysis is characterized by single‐electron transfer processes that are sustained by the synergistic merger of sulfur or selenium organocatalysis with photoredox catalysis. From a synthetic viewpoint, such processes have tremendous value, as they can offer new and economic pathways for the concise assembly of complex molecular architectures. Thus, the aim of this Review is to highlight recent methodological progress made in this area and to contextualize representative transformations with the mechanistic underpinnings that enable these reactions.Deutsche Forschungsgemeinschaft https://doi.org/10.13039/50110000165
)–H Amination of Alkenes Exemplified in the Expedient Synthesis of (Aza-)Indoles
A new selenium-catalyzed protocol for the direct, intramolecular amination of C(sp(2))-H bonds using N-fluorobenzenesulfonimide as the terminal oxidant is reported. This method enables the facile formation of a broad range of diversely functionalized indoles and azaindoles derived from easily accessible ortho-vinyl anilines and vinylated aminopyridines, respectively. The procedure exploits the pronounced carbophilicity of selenium electrophiles for the catalytic activation of alkenes and leads to the formation of C(sp(2))-N bonds in high yields and with excellent functional group tolerance
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