Cargando…

Synthesis of pyrano[3,2-c]quinolones and furo[3,2-c]quinolones via acid-catalyzed tandem reaction of 4-hydroxy-1-methylquinolin-2(1H)-one and propargylic alcohols

Two acid-catalyzed tandem reactions between 4-hydroxy-1-methylquinolin-2(1H)-one and propargylic alcohols are described. Depending mainly on the propargylic alcohol used, these tandem reactions proceed via either a Friedel–Crafts-type allenylation followed by 6-endo-dig cyclization sequence to form...

Descripción completa

Detalles Bibliográficos
Autores principales:	Yin, Haiting, Wu, Yunjun, Gu, Xiaoxia, Feng, Zhijun, Wang, Meifang, Feng, Dexiang, Wang, Ming, Cheng, Ziyang, Wang, Shaoyin
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	The Royal Society of Chemistry 2022
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9302472/ https://www.ncbi.nlm.nih.gov/pubmed/35919834 http://dx.doi.org/10.1039/d2ra03416f

Ejemplares similares

Mild and Efficient Winterfeldt Oxidation of 1,2,3,4-Tetrahydro-γ-carbolines for the Synthesis of Dihydropyrrolo[3,2-b]-quinolones and Pyrrolo[3,2-b]quinolones
por: Sheng, Rong, et al.
Publicado: (2012)

Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
por: Yin, Haiting, et al.
Publicado: (2021)

Synthesis and Antimicrobial Activity of some Tetrahydro Quinolone Diones and Pyrano[2,3-d]pyrimidine Derivatives
por: Shahi, Masoume, et al.
Publicado: (2015)

Efficient and stereoselective synthesis of sugar fused pyrano[3,2-c]pyranones as anticancer agents
por: Kumar, Sandeep, et al.
Publicado: (2023)

Furo[3,2-c]coumarins carrying carbon substituents at C-2 and/or C-3. Isolation, biological activity, synthesis and reaction mechanisms
por: Cortés, Iván, et al.
Publicado: (2020)

Synthesis of New Fused Heterocyclic 2-Quinolones and 3-Alkanonyl-4-Hydroxy-2-Quinolones
por: Aly, Ashraf A., et al.
Publicado: (2019)

An Efficient One-Pot Synthesis of Pyrano[3,2-c]quinolin-2,5-dione Derivatives Catalyzed by L-Proline
por: Zhu, Songlei, et al.
Publicado: (2012)

Novel tocopherol derivatives. Part 32: On the bromination of pyrano[3,2-f]chromenes related to γ-tocopherol
por: Böhmdorfer, Stefan, et al.
Publicado: (2011)

Ru‐NHC‐Catalyzed Asymmetric Hydrogenation of 2‐Quinolones to Chiral 3,4‐Dihydro‐2‐Quinolones
por: Hu, Tianjiao, et al.
Publicado: (2021)

4-(2-Bromophenyl)-2-phenylpyrano[3,2-c]chromen-5(4H)-one
por: Gohain, Mukut, et al.
Publicado: (2012)

Radioiodination of 2,3-dimethyl-4H-furo[3,2-c]coumarin and biological evaluation in solid tumor bearing mice
por: Abd Elhalim, S.M., et al.
Publicado: (2015)

Electroreductive Intermolecular Coupling of 4-Quinolones with Benzophenones: Synthesis of 2-Substituted 4-Quinolones
por: Kise, Naoki, et al.
Publicado: (2019)

5-Phenyl-3,4,4a,5,6,12c-hexahydro-2H-benzo[f]pyrano[3,2-c]quinoline
por: Du, Bai-Xiang, et al.
Publicado: (2010)

Synthesis of Furo[3,2-b]pyrrole-5-carboxhydrazides and Their Cu, CO and Ni Complexes
por: Gašparová, Renata, et al.
Publicado: (2012)

Furo[3,2-c]coumarin-derived Fe(3+) Selective Fluorescence Sensor: Synthesis, Fluorescence Study and Application to Water Analysis
por: Sarih, Norfatirah Muhamad, et al.
Publicado: (2020)

8-Methyl-4-phenyl-2,3,3a,4,5,9b-hexahydrofuro[3,2-c]quinoline
por: Lu, Pingping, et al.
Publicado: (2009)

Bran-New Four-Molecule and Five-Molecule Cascade Reactions for One-Pot Synthesis of Pyrano[3,2-c]chromen-5-ones and Spiro[benzo[b][1,4]diazepine-2,2′-pyrano[3,2-c]chromen]-5′-ones under Catalyst- and Solvent-Free Conditions
por: Zhu, Guoxun, et al.
Publicado: (2018)

Ethyl 2-hydroxy-5-oxo-4-phenyl-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate
por: Zhang, Wei, et al.
Publicado: (2009)

Quinolone Allergy
por: McGee, Edoabasi U., et al.
Publicado: (2019)

Quinolone antibiotics
por: Pham, Thu D. M., et al.
Publicado: (2019)

Design, Synthesis, and In Vitro Antimicrobial Evaluation of Fused Pyrano[3,2-e]tetrazolo[1,5-c]pyrimidines and Diazepines
por: Kanakaraju, Sankari, et al.
Publicado: (2013)

4-(4-Bromophenyl)-2,3,3a,4,5,11c-hexahydrobenzo[f]furo[3,2-c]quinoline
por: Wu, Nan, et al.
Publicado: (2011)

Ethyl 3-(2-ethoxy-2-oxoethoxy)-6-(trifluoromethyl)furo[3,2-c]quinoline-2-carboxylate
por: Garudachari, B., et al.
Publicado: (2012)

12-Acetyl-6-hydroxy-3,3,9,9-tetramethylfuro[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
por: Ee, Gwendoline Cheng Lian, et al.
Publicado: (2010)

Crystal structure of 2-methylamino-3-nitro-4-p-tolylpyrano[3,2-c]chromen-5(4H)-one
por: Govindaraj, J., et al.
Publicado: (2015)

Synthesis of Quinolones and Zwitterionic Quinolonate Derivatives with Broad-Spectrum Antibiotic Activity
por: Suay-García, Beatriz, et al.
Publicado: (2022)

Synthetic approach to 2-alkyl-4-quinolones and 2-alkyl-4-quinolone-3-carboxamides based on common β-keto amide precursors
por: Mollova-Sapundzhieva, Yordanka, et al.
Publicado: (2023)

rac-Dimethyl 2-(tert-butylamino)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3,4-dicarboxylate
por: Inglebert, S. Antony, et al.
Publicado: (2011)

Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles
por: Do, Hoang Huy, et al.
Publicado: (2019)

Quinolone Safety and Efficacy
por: Bellomo, Spartaco
Publicado: (2005)

Preparation of novel (Z)-4-ylidenebenzo[b]furo[3,2-d][1,3]oxazines and their biological activity()
por: Tabuchi, Yukako, et al.
Publicado: (2009)

8-Methoxy-3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazole
por: Uvarani, C., et al.
Publicado: (2010)

Quinolone Resistance in Gallibacterium anatis Determined by Mutations in Quinolone Resistance-Determining Region
por: Rømer Villumsen, Kasper, et al.
Publicado: (2023)

Evaluation of Neurotropic Activity and Molecular Docking Study of New Derivatives of pyrano[4″,3″:4′,5′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidines on the Basis of pyrano[3,4-c]pyridines
por: Dashyan, Shushanik Sh., et al.
Publicado: (2022)

Total synthesis of pyrano[3,2-e]indole alkaloid fontanesine B by a double cyclization strategy
por: Itoh, Tomoki, et al.
Publicado: (2019)

Expeditious Entry to Novel 2-Methylene-2,3-dihydrofuro[3,2-c]chromen-2-ones from 6-Chloro-4-hydroxychromen-2-one and Propargylic Alcohols
por: Nebra, Noel, et al.
Publicado: (2011)

Copper(II)-Catalyzed (3+2) Cycloaddition of 2H-Azirines to Six-Membered Cyclic Enols as a Route to Pyrrolo[3,2-c]quinolone, Chromeno[3,4-b]pyrrole, and Naphtho[1,8-ef]indole Scaffolds
por: Sakharov, Pavel A., et al.
Publicado: (2022)

3-Isopropyl-2-(4-methoxyphenoxy)-1-benzofuro[3,2-d]pyrimidin-4(3H)-one
por: Chen, Xiao-Bao, et al.
Publicado: (2009)

1-Phenyl-2-trifluoromethyl-4-quinolone
por: Hossaini Sadr, Moayad, et al.
Publicado: (2007)

High-Level Quinolone-Resistant Haemophilus haemolyticus in Pediatric Patient with No History of Quinolone Exposure
por: Tanaka, Emi, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_gd0g8dfnf3pdv38kjksl34gnrd