Cargando…

Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction

[Image: see text] A novel method for joining four components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various o-OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazole...

Descripción completa

Detalles Bibliográficos
Autores principales:	Wong, Yuk Fai, Hernandez, Ivan, Pettus, Thomas R. R.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2023
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942189/ https://www.ncbi.nlm.nih.gov/pubmed/36720129 http://dx.doi.org/10.1021/acs.joc.2c02614

Ejemplares similares

The Domestication of ortho-Quinone Methides
por: Bai, Wen-Ju, et al.
Publicado: (2014)

3-Nitroindoles Serving as N-Centered Nucleophiles for Aza-1,6-Michael Addition to para-Quinone Methides
por: Zhao, Jian-Qiang, et al.
Publicado: (2023)

Formal (4 + 1)-Addition of Allenoates to o-Quinone Methides
por: Zielke, Katharina, et al.
Publicado: (2018)

The Emergence of Quinone Methides in Asymmetric Organocatalysis
por: Caruana, Lorenzo, et al.
Publicado: (2015)

Electrophilic Reactivities of Vinyl p-Quinone Methides
por: Eitzinger, Andreas, et al.
Publicado: (2020)

Photogeneration of quinone methide from adamantylphenol in an ultrafast non-adiabatic dehydration reaction
por: Forjan, Mateo, et al.
Publicado: (2022)

Reactivities of Quinone Methides versus o-Quinones in Catecholamine Metabolism and Eumelanin Biosynthesis
por: Sugumaran, Manickam
Publicado: (2016)

Targeting duplex DNA with the reversible reactivity of quinone methides
por: Huang, Chengyun, et al.
Publicado: (2016)

CF(3)‐Containing para‐Quinone Methides for Organic Synthesis
por: Winter, Michael, et al.
Publicado: (2020)

Theoretical Confirmation of the Quinone Methide Hypothesis for the Condensation Reactions in Phenol-Formaldehyde Resin Synthesis
por: Li, Taohong, et al.
Publicado: (2017)

Mannich base-connected syntheses mediated by ortho-quinone methides
por: Barta, Petra, et al.
Publicado: (2018)

Enantioselective Spirocyclopropanation of para-Quinone Methides Using Ammonium Ylides
por: Roiser, Lukas, et al.
Publicado: (2017)

Base-Catalyzed 1,6-Conjugate Addition of Nitroalkanes to p-Quinone Methides under Continuous Flow
por: Pandey, Rajat, et al.
Publicado: (2018)

Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
por: Shuai, Ming-Shan, et al.
Publicado: (2023)

o-Quinone methide with overcrowded olefin component as a dehydridation catalyst under aerobic photoirradiation conditions
por: Uraguchi, Daisuke, et al.
Publicado: (2021)

Bioactivation of Nevirapine to a Reactive Quinone Methide: Implications for Liver Injury
por: Sharma, Amy M., et al.
Publicado: (2012)

Organophotoredox 1,6-Addition of 3,4-Dihydroquinoxalin-2-ones to para-Quinone Methides Using Visible Light
por: Rostoll-Berenguer, Jaume, et al.
Publicado: (2023)

Isothiourea-Catalyzed Enantioselective α-Alkylation of Esters via 1,6-Conjugate Addition to para-Quinone Methides
por: Arokianathar, Jude N., et al.
Publicado: (2021)

Straightforward Synthesis of Bifunctional Phosphorus Phenols via Phosphination of In Situ Generated o-Quinone Methides
por: Chen, Zhangpei, et al.
Publicado: (2018)

Copper-catalyzed silylation of p-quinone methides: new entry to dibenzylic silanes
por: López, Aurora, et al.
Publicado: (2015)

Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with ortho-Quinone Methides
por: Liu, Si-Jia, et al.
Publicado: (2021)

Silylative aromatization of p-quinone methides under metal and solvent free conditions
por: Li, Tingting, et al.
Publicado: (2021)

Catalyst-Free 1,6-Conjugate Addition/Aromatization/Sulfonylation of para-Quinone Methides: Facile Access to Diarylmethyl Sulfones
por: Liu, Teng, et al.
Publicado: (2018)

Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
por: Cheng, Yuyu, et al.
Publicado: (2019)

Stereoselective Synthesis of Tri- and Tetrasubstituted Olefins via 1,6-Additions of Diazo Compounds and Their Precursors to p-Quinone Methides
por: Pati, Soumyaranjan, et al.
Publicado: (2021)

Catalytic Access to 4-(sec-Alkyl)Anilines via 1,6-Conjugate Addition of Grignard Reagents to in Situ Generated aza-p-Quinone Methides
por: Zurro, Mercedes, et al.
Publicado: (2022)

Quinone methide dimers lacking labile hydrogen atoms are surprisingly excellent radical-trapping antioxidants
por: Raycroft, Mark A. R., et al.
Publicado: (2020)

A Novel Method to Construct 2-Aminobenzofurans via [4 + 1] Cycloaddition Reaction of In Situ Generated Ortho-Quinone Methides with Isocyanides
por: Lin, Huaxin, et al.
Publicado: (2022)

Antimalarial and antitumour activities of the steroidal quinone-methide celastrol and its combinations with artemiside, artemisone and methylene blue
por: Ng, Jerome P. L., et al.
Publicado: (2022)

Preparation of Chitosan-Composite-Film-Supported Copper Nanoparticles and Their Application in 1,6-Hydroboration Reactions of p-Quinone Methides
por: Chen, Shuhan, et al.
Publicado: (2022)

Copper-Catalyzed Borylative Aromatization of p-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates
por: Jarava-Barrera, Carlos, et al.
Publicado: (2015)

Peltomexicanin, a Peltogynoid Quinone Methide from Peltogyne Mexicana Martínez Purple Heartwood
por: Gutiérrez-Macías, Paulina, et al.
Publicado: (2016)

Enantioselective Catalytic [4+1]‐Cyclization of ortho‐Hydroxy‐para‐Quinone Methides with Allenoates
por: Zielke, Katharina, et al.
Publicado: (2019)

Ortho‐Quinone Methide Driven Synthesis of New O,N‐ or N,N‐Heterocycles
por: Szatmári, István, et al.
Publicado: (2019)

Unexpected Rearrangement of N-Allyl-2-phenyl-4,5-Dihydrooxazole-4-Carboxamides to Construct Aza-Quaternary Carbon Centers
por: Choi, Goyeong, et al.
Publicado: (2019)

Solvatochromic and Single Crystal Studies of Two Neutral Triarylmethane Dyes with a Quinone Methide Structure
por: Chulvi, Katherine, et al.
Publicado: (2015)

One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
por: Wang, Junwei, et al.
Publicado: (2020)

Stereoselective Synthesis of Atropisomeric Acridinium Salts by the Catalyst‐Controlled Cyclization of ortho‐Quinone Methide Iminiums
por: Wu, Xingxing, et al.
Publicado: (2022)

A scalable synthesis of the (S)-4-(tert-butyl)-2-(pyridin-2-yl)-4,5-dihydrooxazole ((S)-t-BuPyOx) ligand
por: Shimizu, Hideki, et al.
Publicado: (2013)

Tropylium Salt-Promoted Vinylogous Aza-Michael Addition of Carbamates to para-Quinone Methides: Elaboration to Diastereomerically Pure α,α′-Diarylmethyl Carbamates
por: Rekha,, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_1es43qk6rgp6ueaiagbkddkeet