Cargando…

Atom-Efficient Gold(I)-Chloride-Catalyzed Synthesis of α-Sulfenylated Carbonyl Compounds from Propargylic Alcohols and Aryl Thiols: Substrate Scope and Experimental and Theoretical Mechanistic Investigation

Gold(I)-chloride-catalyzed synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols showed a wide substrate scope with respect to both propargylic alcohols and aryl thiols. Primary and secondary aromatic propargylic alcohols generated α-sulfenylated aldehydes and keto...

Descripción completa

Detalles Bibliográficos
Autores principales:	Biswas, Srijit, Dahlstrand, Christian, Watile, Rahul A, Kalek, Marcin, Himo, Fahmi, Samec, Joseph S M
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	WILEY-VCH Verlag 2013
Materias:	Full Papers
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4524420/ https://www.ncbi.nlm.nih.gov/pubmed/24272980 http://dx.doi.org/10.1002/chem.201302485

Ejemplares similares

Nickel-Catalyzed Negishi Arylations of Propargylic Bromides: A Mechanistic Investigation
por: Schley, Nathan D., et al.
Publicado: (2014)

Assessing Methodologies to Synthesize α‐Sulfenylated Carbonyl Compounds by Green Chemistry Metrics
por: Margalef, Jèssica, et al.
Publicado: (2020)

Mechanism, reactivity, and selectivity of the iridium-catalyzed C(sp(3))–H borylation of chlorosilanes
por: Huang, Genping, et al.
Publicado: (2015)

Tunable Gold‐catalyzed Reactions of Propargyl Alcohols and Aryl Nucleophiles
por: Jónsson, Helgi Freyr, et al.
Publicado: (2022)

Continuous‐Flow Pd‐Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure
por: Mata, Alejandro, et al.
Publicado: (2019)

Rhodium-catalyzed selenylation and sulfenylation of quinoxalinones ‘on water’
por: Lalji, Ram Sunil Kumar, et al.
Publicado: (2023)

Transition-metal-catalyzed synthesis of phenols and aryl thiols
por: Liu, Yajun, et al.
Publicado: (2017)

Mild and Expeditious Synthesis of Sulfenyl Enaminones of l-α-Amino Esters and Aryl/Alkyl Amines through NCS-Mediated Sulfenylation
por: Mukherjee, Sayan, et al.
Publicado: (2021)

A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
por: Zou, Yike, et al.
Publicado: (2017)

Rhodium-catalyzed reductive carbonylation of aryl iodides to arylaldehydes with syngas
por: Liu, Zhenghui, et al.
Publicado: (2020)

Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides
por: Zhang, Rongli, et al.
Publicado: (2022)

Synthesis of N-acyl sulfenamides via copper catalysis and their use as S-sulfenylating reagents of thiols
por: Bai, Ziqian, et al.
Publicado: (2022)

A mechanistic investigation of the photoinduced, copper-mediated cross-coupling of an aryl thiol with an aryl halide
por: Johnson, Miles W., et al.
Publicado: (2016)

Transition-metal-free synthesis of 3-sulfenylated chromones via KIO(3)-catalyzed radical C(sp(2))–H sulfenylation
por: Guo, Yanhui, et al.
Publicado: (2017)

Catalyst-free chemoselective α-sulfenylation/β-thiolation for α,β-unsaturated carbonyl compounds
por: Huang, Xi, et al.
Publicado: (2019)

Palladium-catalyzed benzylic C(sp(3))–H carbonylative arylation of azaarylmethyl amines with aryl bromides
por: Zhao, Haoqiang, et al.
Publicado: (2021)

Synthesis of Carbonyl-Containing Oxindoles via Ni-Catalyzed Reductive Aryl-Acylation and Aryl-Esterification of Alkenes
por: Ding, Zhengtian, et al.
Publicado: (2022)

Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
por: Xu, Chang, et al.
Publicado: (2018)

Photoredox cobalt-catalyzed regio-, diastereo- and enantioselective propargylation of aldehydes via propargyl radicals
por: Wang, Lei, et al.
Publicado: (2023)

Tetrabutylammonium Iodide–Promoted Thiolation of Oxindoles Using Sulfonyl Chlorides as Sulfenylation Reagents
por: Zhao, Xia, et al.
Publicado: (2017)

Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles
por: Potukuchi, Harish K., et al.
Publicado: (2015)

Intramolecular substitutions of secondary and tertiary alcohols with chirality transfer by an iron(III) catalyst
por: Watile, Rahul A., et al.
Publicado: (2019)

CuO hollow nanosphere-catalyzed cross-coupling of aryl iodides with thiols
por: Woo, Hyunje, et al.
Publicado: (2013)

Palladium-Catalyzed Amination of Aryl Chlorides and Bromides with Ammonium Salts
por: Green, Rebecca A., et al.
Publicado: (2014)

Palladium-Catalyzed α-Arylation of Aryl Acetic Acid Derivatives via Dienolate Intermediates with Aryl Chlorides and Bromides
por: Sha, Sheng-Chun, et al.
Publicado: (2015)

Mechanistic alternatives for peptide bond formation on the ribosome
por: Kazemi, Masoud, et al.
Publicado: (2018)

Effect of Propargylic Substituents on Enantioselectivity and Reactivity in Ruthenium-Catalyzed Propargylic Substitution Reactions: A DFT Study
por: Sakata, Ken, et al.
Publicado: (2022)

Arylation with Unsymmetrical Diaryliodonium Salts: A Chemoselectivity Study
por: Malmgren, Joel, et al.
Publicado: (2013)

Gold-catalyzed propargylic substitutions: Scope and synthetic developments
por: Debleds, Olivier, et al.
Publicado: (2011)

Gold‐Catalyzed Intramolecular Cyclizations of Cyclopropenes with Propargylic Esters
por: Zhu, Peng‐Long, et al.
Publicado: (2015)

Silver-Catalyzed Enantioselective Propargylation Reactions of N-Sulfonylketimines
por: Osborne, Charlotte A., et al.
Publicado: (2015)

Auto-Tandem Catalysis in Ionic Liquids: Synthesis of 2-Oxazolidinones by Palladium-Catalyzed Oxidative Carbonylation of Propargylic Amines in EmimEtSO(4)
por: Mancuso, Raffaella, et al.
Publicado: (2016)

Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF
por: Fine Nathel, Noah F., et al.
Publicado: (2014)

Efficient Pd‐Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents
por: Scherpf, Thorsten, et al.
Publicado: (2020)

Stereoselective synthesis of tricyclic compounds by intramolecular palladium-catalyzed addition of aryl iodides to carbonyl groups
por: Saadi, Jakub, et al.
Publicado: (2016)

Mechanistic Studies of the Palladium-Catalyzed Desulfinative Cross-Coupling of Aryl Bromides and (Hetero)Aryl Sulfinate Salts
por: de Gombert, Antoine, et al.
Publicado: (2020)

Pd-Catalyzed α-Arylation of α,α-Difluoroketones with Aryl Bromides and Chlorides. A Route to Difluoromethylarenes
por: Ge, Shaozhong, et al.
Publicado: (2014)

Palladium-Catalyzed Regioselective Arylation of 1,1,3-Triaryl-2-azaallyl Anions with Aryl Chlorides
por: Li, Minyan, et al.
Publicado: (2014)

Prediction of NHC-catalyzed chemoselective functionalizations of carbonyl compounds: a general mechanistic map
por: Li, Xue, et al.
Publicado: (2020)

Cyclization-Carbonylation-Cyclization Coupling Reaction of Propargyl Ureas with Palladium(II)-Bisoxazoline Catalyst
por: Kusakabe, Taichi, et al.
Publicado: (2012)

Cannot write session to /tmp/vufind_sessions/sess_7gtp01i23oa1g0ijcjfu6ul9qs