← Back to Search
Reactions Of A N-acyliminium Ion Pool With Benzylsilanes. Implication Of A Radical/cation/radical Cation Chain Mechanism Involving Oxidative C-Si Bond Cleavage.
T. Maruyama, Yusuke Mizuno, I. Shimizu, S. Suga, J. Yoshida
Published 2007 · Chemistry, Medicine
Download PDFAnalyze on Scholarcy
The reaction of a N-acyliminium ion pool with benzylsilane proceeds by a chain mechanism involving oxidative C−Si bond cleavage. A radical/cation/radical cation crossover mechanism involving single electron transfer has been proposed. The effective binary system consisting of a stoichiometric amount of a benzylsilane and a catalytic amount of a more easily oxidized benzylstannane has been developed.
This paper is referenced by
The development of a ‘safety-catch’ arylgermane for biaryl synthesis by palladium-catalysed germyl-stille cross-coupling
A. Spivey (2007)
One-Pot Synthesis of Azanucleosides from Proline Derivatives -Stereoselectivity in Sequential Processes
A. Boto (2010)
A new highly sterically demanding silyl (TEDAMS) group. Synthesis by multiple substitution of tris(diphenylmethyl)silane with diarylcarbenium ions
K. Terao (2010)
Scaffold Diversity from N-Acyliminium Ions.
P. Wu (2017)
Photonic amplification by a singlet-state quantum chain reaction in the photodecarbonylation of crystalline diarylcyclopropenones.
Gregory Kuzmanich (2009)
Modern Electrochemical Aspects for the Synthesis of Value‐Added Organic Products
Sabine Moehle (2018)
Indirect cation-flow method: flash generation of alkoxycarbenium ions and studies on the stability of glycosyl cations.
K. Saito (2011)
Oxidative hydroxylation mediated by alkoxysulfonium ions.
Yosuke Ashikari (2012)
Metal-, photocatalyst-, and light-free late-stage C–H alkylation of N-heteroarenes with organotrimethylsilanes using persulfate as a stoichiometric oxidant
Jianyang Dong (2019)
Electrochemical synthesis of dendritic diarylcarbenium ion pools
T. Nokami (2011)
Direct and indirect electrochemical generation of alkoxycarbenium ion pools from thioacetals
K. Matsumoto (2009)
A strategy for the preparation of cyclic polyarenes based on single electron transfer-promoted photocyclization reactions
H. Park (2011)
The Shono-type electroorganic oxidation of unfunctionalised amides. Carbon–carbon bond formation via electrogenerated N-acyliminium ions
Alan M Jones (2014)
Radical Addition to Iminium Ions and Cationic Heterocycles
Johannes Tauber (2014)
Cationic Three-component Coupling Involving an Optically Active Enamine Derivative. From Time Integration to Space Integration of Reactions
S. Suga (2010)
Organic reactions mediated by electrochemically generated ArS+.
K. Matsumoto (2011)
Integrated electrochemical-chemical oxidation mediated by alkoxysulfonium ions.
Yosuke Ashikari (2011)
One-Pot Conversion of Proline Derivatives into Iodinated Iminosugar-Based Nucleosides, Useful Precursors of Highly Functionalized Nucleoside Analogues
A. Boto (2010)
Radical additions to chiral hydrazones: stereoselectivity and functional group compatibility.
G. K. Friestad (2012)
Organomanganese‐Mediated Radical Reactions
G. K. Friestad (2010)
Fluoroalkylselenolation of Alkyl Silanes/Trifluoroborates under Metal‐Free Visible‐Light Photoredox Catalysis
Clément Ghiazza (2020)
Electrocatalytic oxidation of n-propanol to produce propionic acid using an electrocatalytic membrane reactor.
J. Li (2013)
Electro-initiated Coupling Reactions of N-Acyliminium Ion Pools with Arylthiomethylsilanes and Aryloxymethylsilanes
S. Suga (2008)
The Redox Chemistry of Dirhodium Carboxamidates: From Fundamental Structures to Catalytic Functions.
Jason Michael Nichols (2008)
Friedel-Crafts amidoalkylation via thermolysis and oxidative photocatalysis.
C. Dai (2012)
Control of asymmetry in the radical addition approach to chiral amine synthesis.
G. K. Friestad (2014)
Polymerization of vinyl ethers initiated by dendritic cations using flow microreactors
Aiichiro Nagaki (2015)
Direct α-functionalization of saturated cyclic amines.
Emily A. Mitchell (2012)
Development of an anodic substitution reaction system using acoustic emulsification.
R. Asami (2008)
Generation of Diarylcarbenium Ion Pools via Electrochemical C-H Bond Dissociation
M. Okajima (2009)
7.08 Oxidation Adjacent to Nitrogen
X.-J. Dai (2014)
Metal- and chemical-oxidant-free C-H/C-H cross-coupling of aromatic compounds: the use of radical-cation pools.
Tatsuya Morofuji (2012)See more