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Expeditious and Chemoselective Synthesis of α-Aryl and α-Alkyl Selenomethylketones via Homologation Chemistry

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

inferredcites →https://doi.org/10.1002/1521-3773(20001103)39:21<3740::aid-anie3740>3.0.co;2-nopenalex-snapshot
Organoselenium Chemistry in Stereoselective Reactions
inferredcites →https://doi.org/10.1002/9783527641949openalex-snapshot
Organoselenium Chemistry
inferredcites →https://doi.org/10.1002/9783527641949.ch4openalex-snapshot
Selenium‐Stabilized Carbanions
inferredcites →https://doi.org/10.1002/adsc.201201043openalex-snapshot
Chemoselective Synthesis of N‐Substituted α‐Amino‐α′‐chloro Ketones via Chloromethylation of Glycine‐Derived Weinreb Amides
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Increasing the Reactivity of Amides towards Organometallic Reagents: An Overview
inferredcites →https://doi.org/10.1002/anie.200903893openalex-snapshot
Green Chemistry with Selenium Reagents: Development of Efficient Catalytic Reactions
inferredcites →https://doi.org/10.1002/anie.201706236openalex-snapshot
Efficient Access to All‐Carbon Quaternary and Tertiary α‐Functionalized Homoallyl‐type Aldehydes from Ketones
inferredcites →https://doi.org/10.1002/chem.201602254openalex-snapshot
Exploring the Reactivity of α‐Lithiated Aryl Benzyl Ethers: Inhibition of the [1,2]‐Wittig Rearrangement and the Mechanistic Proposal Revisited
inferredcites →https://doi.org/10.1002/ejoc.200801171openalex-snapshot
Recent Advances in Organoselenium Chemistry
inferredcites →https://doi.org/10.1002/tcr.201600011openalex-snapshot
Lithium Halomethylcarbenoids: Preparation and Use in the Homologation of Carbon Electrophiles
inferredcites →https://doi.org/10.1007/bfb0045697openalex-snapshot
Topics in Current Chemistry
inferredcites →https://doi.org/10.1016/0040-4020(80)80135-9openalex-snapshot
Synthetic methods using α-heterosubstituted organometallics
inferredcites →https://doi.org/10.1016/0040-4039(78)80105-1openalex-snapshot
Oxidation of olefins with diphenyl diselenide-bromine-hexabutyldistannoxane. A one-step preparation of α-phenylseleno carbonyl compounds from olefins
inferredcites →https://doi.org/10.1016/b978-0-08-052349-1.00019-6openalex-snapshot
Selenium Stabilization
inferredcites →https://doi.org/10.1016/j.tetlet.2009.01.068openalex-snapshot
α-Phenylselenenylation of aldehydes and ketones with diphenyl diselenide mediated by KF/Al2O3
inferredcites →https://doi.org/10.1016/s0040-4020(01)96714-6openalex-snapshot
Reaction of diazomethane with selenoesters
inferredcites →https://doi.org/10.1016/s0040-4020(98)00946-6openalex-snapshot
Chiral selenium compounds in organic synthesis
inferredcites →https://doi.org/10.1016/s0040-4039(00)61557-5openalex-snapshot
N-(Phenylseleno)phthalimide: A useful reagent for the α-selenylation of ketones and aldehydes.
inferredcites →https://doi.org/10.1016/s0040-4039(00)87580-2openalex-snapshot
Homologation of selenoesters to (phenylseleno)- or (methylseleno)methyl ketones with diazomethane
inferredcites →https://doi.org/10.1016/s0040-4039(01)91316-4openalex-snapshot
N-methoxy-n-methylamides as effective acylating agents
inferredcites →https://doi.org/10.1016/s0040-4039(01)93521-xopenalex-snapshot
Regioselective oxidation of olefine into α-phenylseleno ketones
inferredcites →https://doi.org/10.1021/acs.chemrev.5b00381openalex-snapshot
Homologation Reaction of Ketones with Diazo Compounds
inferredcites →https://doi.org/10.1021/acs.joc.7b00173openalex-snapshot
General, Mild, and Metal-Free Synthesis of Phenyl Selenoesters from Anhydrides and Their Use in Peptide Synthesis
inferredcites →https://doi.org/10.1021/ar500187vopenalex-snapshot
Selenium- and Tellurium-Containing Fluorescent Molecular Probes for the Detection of Biologically Important Analytes
inferredcites →https://doi.org/10.1021/ar50133a004openalex-snapshot
Functional group manipulation using organoselenium reagents
inferredcites →https://doi.org/10.1021/cr000426wopenalex-snapshot
Chemistry of Biologically Important Synthetic Organoselenium Compounds
inferredcites →https://doi.org/10.1021/cr0406559openalex-snapshot
Organoselenium and Organotellurium Compounds: Toxicology and Pharmacology
inferredcites →https://doi.org/10.1021/cr900352jopenalex-snapshot
Organoselenium Chemistry: Role of Intramolecular Interactions
inferredcites →https://doi.org/10.1021/ja00516a025openalex-snapshot
Selenium stabilized carbanions. Preparation of .alpha.-lithio selenides and applications to the synthesis of olefins by reductive elimination of .beta.-hydroxy selenides and selenoxide syn elimination
inferredcites →https://doi.org/10.1021/ja00798a090openalex-snapshot
Organoselenium chemistry. .alpha.-Phenylseleno carbonyl compounds as precursors for .alpha.,.beta.-unsaturated ketones and esters
inferredcites →https://doi.org/10.1021/ja00799a062openalex-snapshot
Electrophilic and nucleophilic organoselenium reagents. New routes to .alpha.,.beta.-unsaturated carbonyl compounds
inferredcites →https://doi.org/10.1021/ja00852a019openalex-snapshot
Organoselenium chemistry. Conversion of ketones to enones by selenoxide syn elimination
inferredcites →https://doi.org/10.1021/jacs.7b07891openalex-snapshot
Exploiting a “Beast” in Carbenoid Chemistry: Development of a Straightforward Direct Nucleophilic Fluoromethylation Strategy
inferredcites →https://doi.org/10.1021/jo00895a030openalex-snapshot
Olefin synthesis. Rate enhancement of the elimination of alkyl aryl selenoxides by electron-withdrawing substituents
inferredcites →https://doi.org/10.1021/jo00917a037openalex-snapshot
Organoselenium chemistry. Benzeneselenenyl trifluoroacetate additions to olefins and acetylenes
inferredcites →https://doi.org/10.1021/jo026894iopenalex-snapshot
Phenyl Tributylstannyl Selenide as a Promising Reagent for Introducion of the Phenylseleno Group
inferredcites →https://doi.org/10.1021/jo401236topenalex-snapshot
Synthesis of α,β-Unsaturated α′-Haloketones through the Chemoselective Addition of Halomethyllithiums to Weinreb Amides
inferredcites →https://doi.org/10.1021/ol200923popenalex-snapshot
Asymmetric Synthesis of α-Alkyl α-Selenocarbonyl Compounds Catalyzed by Bifunctional Organocatalysts
inferredcites →https://doi.org/10.1039/c39730000695openalex-snapshot
Fragmentation of selenoxides: a new method for dehydrogenation of ketones
inferredcites →https://doi.org/10.1039/c5cc10280dopenalex-snapshot
Bromomethyllithium-mediated chemoselective homologation of disulfides to dithioacetals
inferredcites →https://doi.org/10.1039/c6cc03532aopenalex-snapshot
Highly efficient synthesis of functionalized α-oxyketones via Weinreb amides homologation with α-oxygenated organolithiums
inferredcites →https://doi.org/10.1055/s-0036-1588139openalex-snapshot
New Perspectives in Lithium Carbenoid Mediated Homologations
inferredcites →https://doi.org/10.1055/s-1977-24615openalex-snapshot
A Convenient Synthesis of α-Phenylseleno Ketones and Aldehydes from Enol Silyl Ethers and Phenylselenenyl Bromide
inferredcites →https://doi.org/10.1055/s-1996-5719openalex-snapshot
Organometallic Reaction in Aqueous Media. Synthesis of α-Selenoketones by Reactions of α-Bromoketones with Diselenides Promoted by Indium
inferredcites →https://doi.org/10.1055/s-2003-42543openalex-snapshot
Organolithiums: Selectivity for Synthesis
inferredcites →https://doi.org/10.1080/00397919608003518openalex-snapshot
A Facile Synthetic Route to α-Selenoketones Promoted by SmI 2 OR SmI 3
inferredcites →https://doi.org/10.1246/bcsj.54.3100openalex-snapshot
One-step Oxidation of Olefins into α-Phenylseleno Carbonyl Compounds

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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A Visible-Light Mediated Selenization of Olefins Catalyzed By Dithiocarbamate Anion
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Organoselenium Chemistry
inferred← citeshttps://doi.org/10.1002/9783527830237.ch2openalex-snapshot
Lithium Carbenoids in Homologation Chemistry
inferred← citeshttps://doi.org/10.1002/adsc.201801614openalex-snapshot
A Straightforward Homologation of Carbon Dioxide with Magnesium Carbenoids en Route to α‐Halocarboxylic Acids
inferred← citeshttps://doi.org/10.1002/adsc.202001106openalex-snapshot
Modular and Chemoselective Strategy for Accessing (Distinct) α,α‐Dihaloketones from Weinreb Amides and Dihalomethyllithiums
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Recent Advances in the Activation of Unactivated Tertiary Amide C–N Bonds
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Recent Advances in Photoredox Methods for Ketone Synthesis
inferred← citeshttps://doi.org/10.1002/ange.202007954openalex-snapshot
Halogen‐Imparted Reactivity in Lithium Carbenoid Mediated Homologations of Imine Surrogates: Direct Assembly of bis‐Trifluoromethyl‐β‐Diketiminates and the Dual Role of LiCH2I
inferred← citeshttps://doi.org/10.1002/anie.202007954openalex-snapshot
Halogen‐Imparted Reactivity in Lithium Carbenoid Mediated Homologations of Imine Surrogates: Direct Assembly of bis‐Trifluoromethyl‐β‐Diketiminates and the Dual Role of LiCH2I
inferred← citeshttps://doi.org/10.1002/chem.202104053openalex-snapshot
Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
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Organoselenium Compounds: Chemistry and Applications in Organic Synthesis
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Cyclopentyl Methyl Ether: An Elective Ecofriendly Ethereal Solvent in Classical and Modern Organic Chemistry
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Sustainable Asymmetric Organolithium Chemistry: Enantio‐ and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb “Amine”
inferred← citeshttps://doi.org/10.1007/s00706-018-2232-9openalex-snapshot
A practical guide for using lithium halocarbenoids in homologation reactions
inferred← citeshttps://doi.org/10.1007/s00706-019-02514-3openalex-snapshot
The synthetic versatility of the Tiffeneau–Demjanov chemistry in homologation tactics
inferred← citeshttps://doi.org/10.1016/b978-0-323-96025-0.00121-6openalex-snapshot
α-Substituted Organolithiums as Homologating Reagents in Synthesis
inferred← citeshttps://doi.org/10.1016/j.tet.2020.131220openalex-snapshot
Straightforward and direct access to β-seleno- amines and sulfonylamides via the controlled addition of phenylselenomethyllithium (LiCH2SePh) to imines
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Synthesis of stable α-fluoromethyl putative carbanions via a chemoselective reduction-monofluoromethylation sequence of diselenides under sustainable conditions
inferred← citeshttps://doi.org/10.1021/acs.joc.4c03085openalex-snapshot
A Route to the Mild Synthesis of α-Selenomethylketones via Vinyl Azides
inferred← citeshttps://doi.org/10.1021/acs.joc.5c01845openalex-snapshot
Palladium-Catalyzed Carbene Se–H Insertion Reaction for C–Se Bond Formation
inferred← citeshttps://doi.org/10.1021/acs.joc.9b00855openalex-snapshot
Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes
inferred← citeshttps://doi.org/10.1021/acs.orglett.0c01488openalex-snapshot
N-Acylcarbazoles and N-Acylindoles: Electronically Activated Amides for N–C(O) Cross-Coupling by Nlp to Ar Conjugation Switch
inferred← citeshttps://doi.org/10.1021/acs.orglett.1c01535openalex-snapshot
Synthesis of Sulfoxonium Ylides from Amides by Selective N–C(O) Activation
inferred← citeshttps://doi.org/10.1021/acs.orglett.2c02870openalex-snapshot
Solid-Phase-Based Synthesis of Lactazole-Like Thiopeptides
inferred← citeshttps://doi.org/10.1021/acs.orglett.9b02899openalex-snapshot
i-Pr2NMgCl·LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions
inferred← citeshttps://doi.org/10.1021/acs.orglett.9b03024openalex-snapshot
Direct and Chemoselective Synthesis of Tertiary Difluoroketones via Weinreb Amide Homologation with a CHF2-Carbene Equivalent
inferred← citeshttps://doi.org/10.1039/c8cc02499eopenalex-snapshot
Homologation chemistry with nucleophilic α-substituted organometallic reagents: chemocontrol, new concepts and (solved) challenges
inferred← citeshttps://doi.org/10.1039/c8cc04786copenalex-snapshot
Homologation of halostannanes with carbenoids: a convenient and straightforward one-step access to α-functionalized organotin reagents
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The dual reactivity of Weinreb amides applied to the late-stage divergent functionalisation of meso pyrrolidines
inferred← citeshttps://doi.org/10.1039/c9cc03927aopenalex-snapshot
Directed ortho -metalation–nucleophilic acyl substitution strategies in deep eutectic solvents: the organolithium base dictates the chemoselectivity
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Highly chemoselective difluoromethylative homologation of iso(thio)cyanates: expeditious access to unprecedented α,α-difluoro(thio)amides
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Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids
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Synthesis of biaryl ketones by arylation of Weinreb amides with functionalized Grignard reagents under thermodynamic control vs. kinetic control of N , N -Boc 2 -amides
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Taking advantage of lithium monohalocarbenoid intrinsic α-elimination in 2-MeTHF: controlled epoxide ring-opening en route to halohydrins
inferred← citeshttps://doi.org/10.1039/d1gc00049gopenalex-snapshot
Visible-light-induced oxidative coupling of vinylarenes with diselenides leading to α-aryl and α-alkyl selenomethyl ketones
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Direct and straightforward transfer of C1 functionalized synthons to phosphorous electrophiles for accessing gem -P-containing methanes
inferred← citeshttps://doi.org/10.1039/d3sc03216gopenalex-snapshot
Base-mediated homologative rearrangement of nitrogen–oxygen bonds of N -methyl- N -oxyamides
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One-pot dearomatizative telescoped addition of C -nucleophiles to fluorinated 1,2,4-oxadiazoles followed by regioselective N -functionalization
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Visible-light driven macrocyclization of peptides: from a vinyl to an α-selenoketone motif
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Chemoselective Approach Towards α-Aryl and -Alkyl Selenomethylketones
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Weinreb Amides as Privileged Acylating Agents for Accessing α-Substituted Ketones
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(Phenylseleno)acetic acid based precursor for the regiospecific synthesis of 1-phenylseleno-2-alkanones*
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Research progress on transition-metal-free C–N bonds cleavage of amides in the synthesis of ketones
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gem-Heterosubstituted (stannyl)methylsilanes as synthetic equivalents of functionalized α-stannyl(methyl) anions
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Chemoselective Preparation of New Families of Phenolic-Organoselenium Hybrids—A Biological Assessment
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29th Annual GP2A Medicinal Chemistry Conference
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