Cargando…

Synthesis of Tetra‐Substituted Trifluoromethyl‐3,1‐Benzoxazines by Transition‐Metal‐Catalyzed Decarboxylative Cyclization of N‐Benzoyl Benzoxazinones

Efficient synthesis of N,O‐heterocyclic tetra‐substituted trifluoromethyl‐3,1‐benzoxazines via a transition‐metal‐catalyzed decarboxylative intramolecular cyclization was achieved. The decarboxylation of N‐benzoyl trifluoromethyl‐benzoxazinones generated the amide oxygen nucleophile, allowing a sele...

Descripción completa

Detalles Bibliográficos
Autores principales:	Uno, Hiroto, Fujimoto, Daichi, Harada, Kyosuke, Tanaka, Chika, Shibata, Norio
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2021
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8095294/ https://www.ncbi.nlm.nih.gov/pubmed/33605087 http://dx.doi.org/10.1002/open.202000360

Ejemplares similares

Biocatalytic decarboxylative Michael addition for synthesis of 1,4-benzoxazinone derivatives
por: Bavandi, Hossein, et al.
Publicado: (2022)

Access to benzo-fused nine-membered heterocyclic alkenes with a trifluoromethyl carbinol moiety via a double decarboxylative formal ring-expansion process under palladium catalysis
por: Das, Pulakesh, et al.
Publicado: (2018)

Silica-bound benzoyl chloride mediated the solid-phase synthesis of 4H-3,1-benzoxazin-4-ones
por: Rad-Moghadam, Kurosh, et al.
Publicado: (2009)

Electrochemical Rearrangement of 3-Hydroxyoxindoles into Benzoxazinones
por: Vayer, Marie, et al.
Publicado: (2021)

(S)-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1H-3,1-benzoxazin-2(4H)-one
por: Cuffini, Silvia, et al.
Publicado: (2009)

Visible Light Promotes Cascade Trifluoromethylation/Cyclization, Leading to Trifluoromethylated Polycyclic Quinazolinones, Benzimidazoles and Indoles
por: Ma, Ransong, et al.
Publicado: (2022)

Origins of Enhanced Enantioselectivity in the Pd-Catalyzed Decarboxylative Allylic Alkylation of N-Benzoyl Lactams ()
por: Cusumano, Alexander Q., et al.
Publicado: (2023)

Optimized Conditions for Passerini-Smiles Reactions and Applications to Benzoxazinone Syntheses
por: Martinand-Lurin, Elodie, et al.
Publicado: (2016)

Catalytic enantioselective synthesis of carbocyclic and heterocyclic spiranes via a decarboxylative aldol cyclization
por: Inanaga, Kazato, et al.
Publicado: (2020)

Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
por: Lu, Xi, et al.
Publicado: (2018)

Photo-driven redox-neutral decarboxylative carbon-hydrogen trifluoromethylation of (hetero)arenes with trifluoroacetic acid
por: Lin, Jin, et al.
Publicado: (2017)

2-Phenyl-4H-3,1-benzoxazin-4-one
por: Thilagavathy, R., et al.
Publicado: (2008)

Synthesis and Fungicidal Activity of 1-(Carbamoylmethyl)-2-aryl-3,1-benzoxazines
por: Tang, Zi-Long, et al.
Publicado: (2017)

Synthesis of trifluoromethyl ketones by nucleophilic trifluoromethylation of esters under a fluoroform/KHMDS/triglyme system
por: Fujihira, Yamato, et al.
Publicado: (2021)

Chemo- and regioselective [3 + 2]-cycloadditions of thiocarbonyl ylides: crystal structures of trans-8-benzoyl-1,1,3,3-tetramethyl-7-trifluoromethyl-5-thiaspiro[3.4]octan-2-one and trans-3-benzoyl-2,2-diphenyl-4-(trifluoromethyl)tetrahydrothiophene
por: Linden, Anthony, et al.
Publicado: (2018)

Regioselective 1,4-trifluoromethylation of α,β-unsaturated ketones via a S-(trifluoromethyl)diphenylsulfonium salts/copper system
por: Okusu, Satoshi, et al.
Publicado: (2013)

Trisubstituted 2-Trifluoromethyl Pyrrolidines via Catalytic Asymmetric Michael Addition/Reductive Cyclization
por: Corbett, Michael T., et al.
Publicado: (2014)

Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
por: Hirano, Kazuki, et al.
Publicado: (2019)

Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
por: Hirano, Kazuki, et al.
Publicado: (2019)

Diastereoselective Additive Trifluoromethylation/Halogenation of Isoxazole Triflones: Synthesis of All-Carbon-Functionalized Trifluoromethyl Isoxazoline Triflones
por: Kawai, Hiroyuki, et al.
Publicado: (2014)

The synthesis of imidazo[1,5-a]quinolines via a decarboxylative cyclization under metal-free conditions
por: Yan, Zicong, et al.
Publicado: (2018)

Direct nucleophilic trifluoromethylation of carbonyl compounds by potent greenhouse gas, fluoroform: Improving the reactivity of anionoid trifluoromethyl species in glymes
por: Saito, Takuya, et al.
Publicado: (2018)

Pharmacophore Identification and QSAR Studies on Substituted Benzoxazinone as Antiplatelet Agents: kNN-MFA Approach
por: Choudhari, Prafulla B., et al.
Publicado: (2012)

Structural determinant for inducing RORgamma specific inverse agonism triggered by a synthetic benzoxazinone ligand
por: Marcotte, Douglas J., et al.
Publicado: (2016)

Highly efficient Ir-catalyzed asymmetric hydrogenation of benzoxazinones and derivatives with a Brønsted acid cocatalyst
por: Han, Zhengyu, et al.
Publicado: (2019)

Computational Studies of Benzoxazinone Derivatives as Antiviral Agents against Herpes Virus Type 1 Protease
por: Mello, Juliana F. R. e, et al.
Publicado: (2015)

1-Methyl-4H-3,1-benzoxazine-2,4(1H)dione
por: Deifel, Nicholas P., et al.
Publicado: (2010)

One-pot synthesis of 2-substituted 4H-3,1-benzoxazin-4-one derivatives under mild conditions using iminium cation from cyanuric chloride/dimethylformamide as a cyclizing agent
por: Shariat, Mehdi, et al.
Publicado: (2013)

N-Alkyl-2-[4-(trifluoromethyl)benzoyl]hydrazine-1-carboxamides and Their Analogues: Synthesis and Multitarget Biological Activity
por: Krátký, Martin, et al.
Publicado: (2020)

Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective
por: Shibata, Norio, et al.
Publicado: (2010)

Photoredox catalysis enabling decarboxylative radical cyclization of γ,γ-dimethylallyltryptophan (DMAT) derivatives: formal synthesis of 6,7-secoagroclavine
por: Regni, Alessio, et al.
Publicado: (2023)

Front Cover: Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines (ChemistryOpen 4/2019)
por: Hirano, Kazuki, et al.
Publicado: (2019)

Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides
por: Inaba, Masanori, et al.
Publicado: (2018)

Decarboxylative Alkenylation
por: Edwards, Jacob T., et al.
Publicado: (2017)

Synthesis of trifluoromethyl-containing isoindolinones from tertiary enamides via a cascade radical addition and cyclization process
por: Yu, Hui, et al.
Publicado: (2018)

Organocatalyzed Trifluoromethylation of Ketones and Sulfonyl Fluorides by Fluoroform under a Superbase System
por: Okusu, Satoshi, et al.
Publicado: (2015)

6-Chloro-8-methyl-4H-3,1-benzoxazine-2,4(1H)-dione
por: Zhou, Yan-Ling, et al.
Publicado: (2010)

Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers
por: Kiyokawa, Kensuke, et al.
Publicado: (2018)

NaI/PPh(3)-catalyzed visible-light-mediated decarboxylative radical cascade cyclization of N-arylacrylamides for the efficient synthesis of quaternary oxindoles
por: Liu, Dan, et al.
Publicado: (2023)

Benzoxazinones as Human Peroxisome Proliferator Activated Receptor Gamma (PPARγ) Agonists: A Docking Study Using Glide
por: Das, N., et al.
Publicado: (2011)

Cannot write session to /tmp/vufind_sessions/sess_rqolk97itii2qs94nuufroeosd