Cargando…

Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature

A mild, convenient and transition-metal-free protocol for the synthesis of aryl 1-thioglycosides is presented via arynes generated in situ combined with glycosyl thiols in the presence of TBAF(tBuOH)(4). The methodology provides a general and efficient way to prepare a series of functionalized thiog...

Descripción completa

Detalles Bibliográficos
Autores principales:	Liu, Yao, Yu, Xiao-Bing, Zhang, Xiang-Mei, Zhong, Qian, Liao, Li-Hua, Yan, Nan
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	The Royal Society of Chemistry 2021
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9037310/ https://www.ncbi.nlm.nih.gov/pubmed/35479995 http://dx.doi.org/10.1039/d1ra04013h

Ejemplares similares

Transition-Metal-Free Activation of Amide Bond by Arynes
por: Miyabe, Hideto
Publicado: (2018)

Room Temperature, Metal-Free Arylation of Aliphatic Alcohols
por: Ghosh, Raju, et al.
Publicado: (2014)

Efficient Synthesis of 2-OH Thioglycosides from Glycals Based on the Reduction of Aryl Disulfides by NaBH(4)
por: Guo, Yang-Fan, et al.
Publicado: (2022)

Asymmetric synthesis of quaternary aryl amino acid derivatives via a three-component aryne coupling reaction
por: Jones, Elizabeth P, et al.
Publicado: (2011)

Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through C–H Activation and Orthogonal Reactivity
por: Demory, Emilien, et al.
Publicado: (2015)

The Role of Aryne Distortions, Steric Effects, and Charges in Regioselectivities of Aryne Reactions
por: Medina, Jose M., et al.
Publicado: (2014)

The Aryne Phosphate Reaction
por: Haas, Thomas M., et al.
Publicado: (2021)

Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C(sp(3))–H functionalization of amines
por: Idiris, Fahima I. M., et al.
Publicado: (2018)

Facile route for N(1)-aryl benzotriazoles from diazoamino arynes via CuI-mediated intramolecular N-arylation
por: Kale, Raju R., et al.
Publicado: (2010)

Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides
por: Rahman, Md Azadur, et al.
Publicado: (2022)

General Method for Functionalized Polyaryl Synthesis via Aryne Intermediates
por: Truong, Thanh, et al.
Publicado: (2014)

Synthesis of Phenolic Compounds by Trapping Arynes with a Hydroxy Surrogate
por: Karmakar, Rajdip, et al.
Publicado: (2015)

Three-Component Coupling Reactions of Arynes for the Synthesis of Benzofurans and Coumarins
por: Yoshioka, Eito, et al.
Publicado: (2014)

Transition Metal Catalyzed Synthesis of Aryl Sulfides
por: Eichman, Chad C., et al.
Publicado: (2011)

Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines
por: Rzhevskiy, Sergey A., et al.
Publicado: (2019)

Activation of Thioglycosides with Copper(II) Bromide
por: Pooladian, Faranak, et al.
Publicado: (2022)

Annulative coupling of vinylboronic esters: aryne-triggered 1,2-metallate rearrangement
por: Mizoguchi, Haruki, et al.
Publicado: (2022)

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

Highly selective transition-metal-free transamidation of amides and amidation of esters at room temperature
por: Li, Guangchen, et al.
Publicado: (2018)

Transition Metal- and Oxidant-Free Base-Mediated Selenation of Bicyclic Arenes at Room Temperature
por: Ghosh, Tubai, et al.
Publicado: (2018)

Editorial: Metal-free room-temperature phosphorescence
por: Hirata, Shuzo, et al.
Publicado: (2022)

Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)
por: Jia, Tao, et al.
Publicado: (2017)

Novel triple mutant of an extremophilic glycosyl hydrolase enables the rapid synthesis of thioglycosides
por: Pillet, Lauriane, et al.
Publicado: (2022)

One-step synthesis of benzo[b]thiophenes by aryne reaction with alkynyl sulfides
por: Matsuzawa, Tsubasa, et al.
Publicado: (2020)

Exploring Possible Surrogates for Kobayashi’s Aryne Precursors
por: Muraca, Ana Carolina A., et al.
Publicado: (2020)

A [3 + 2] cycloaddition/C-arylation of isatin N,N′-cyclic azomethine imine 1,3-dipole with arynes
por: Jin, Qiaomei, et al.
Publicado: (2020)

Efficient metal-free organic room temperature phosphors
por: Nidhankar, Aakash D., et al.
Publicado: (2021)

Metal-Free Synthesis of 1,3-Disiloxanediols and Aryl Siloxanols
por: Kelly, Austin T., et al.
Publicado: (2019)

Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
por: Kocaoğlu, Esma, et al.
Publicado: (2017)

Design and synthesis of naphthalimide group-bearing thioglycosides as novel β-N-acetylhexosaminidases inhibitors
por: Shen, Shengqiang, et al.
Publicado: (2018)

Sulfur and Azobenzenes, a Profitable Liaison: Straightforward Synthesis of Photoswitchable Thioglycosides with Tunable Properties
por: Berry, Jonathan, et al.
Publicado: (2022)

Synthesis of Oxygen Heterocycles via Aromatic C-O Bond Formation Using Arynes
por: Miyabe, Hideto
Publicado: (2015)

Novel Oxadiazole Thioglycosides as Potential Anti-Acinetobacter Agents
por: Akbari Dilmaghani, Karim, et al.
Publicado: (2016)

Thioglycosides Act as Metabolic Inhibitors of Bacterial Glycan Biosynthesis
por: Quintana, Isabella de la Luz, et al.
Publicado: (2023)

Metal-Free Synthesis of Aryltriphenylphosphonium Bromides by the Reaction of Triphenylphosphine with Aryl Bromides in Refluxing Phenol
por: Huang, Wenhua, et al.
Publicado: (2019)

Copper-mediated 1,2-bis(trifluoromethylation) of arynes
por: Yang, Xinkan, et al.
Publicado: (2018)

Uncovering the Neglected Similarities of Arynes and Donor–Acceptor Cyclopropanes
por: Werz, Daniel B., et al.
Publicado: (2019)

Transition-Metal-Free Synthesis of Unsymmetrical Diaryl Tellurides via S(H)2 Reaction of Aryl Radicals on Tellurium
por: Yamamoto, Yuki, et al.
Publicado: (2022)

Metal-Free Aminohalogenation of Quinones With Alkylamines and NXS at Room Temperature
por: Li, Jia, et al.
Publicado: (2022)

Transition Metal‐Free N‐Arylation of Amino Acid Esters with Diaryliodonium Salts
por: Kervefors, Gabriella, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_pbn046lll5ufj96onm7v95giib