Cargando…

Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with ortho-Quinone Methides

Catalytic asymmetric [2 + 4] cycloadditions of 3-vinylindoles with ortho-quinone methides and their precursors were carried out in the presence of chiral phosphoric acid to afford a series of indole-containing chroman derivatives with structural diversity in overall high yields (up to 98%), good dia...

Descripción completa

Detalles Bibliográficos
Autores principales:	Liu, Si-Jia, Tu, Man-Su, Liu, Kai-Yue, Chen, Jia-Yi, Ni, Shao-Fei, Zhang, Yu-Chen, Shi, Feng
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2021
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587149/ https://www.ncbi.nlm.nih.gov/pubmed/34771158 http://dx.doi.org/10.3390/molecules26216751

Ejemplares similares

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

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)

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

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

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)

Reversibility and reactivity in an acid catalyzed cyclocondensation to give furanochromanes – a reaction at the ‘oxonium-Prins’ vs. ‘ortho-quinone methide cycloaddition’ mechanistic nexus
por: Nielsen, Christian D.-T., et al.
Publicado: (2018)

Catalytic Asymmetric Formal [3+2] Cycloaddition of Azoalkenes with 3-Vinylindoles: Synthesis of 2,3-Dihydropyrroles
por: Mei, Guang-Jian, et al.
Publicado: (2020)

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)

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)

Synthesis of Functionalized Tetrahydroquinoline Containing Indole Scaffold via Chemoselective Annulation of Aza-ortho-quinone Methide Precursor
por: Zhang, Xiaoke, et al.
Publicado: (2023)

Cooperative Catalysis for the Highly Diastereo‐ and Enantioselective [4+3]‐Cycloannulation of ortho‐Quinone Methides and Carbonyl Ylides
por: Suneja, Arun, et al.
Publicado: (2020)

Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions
por: Cai, Wei-Yun, et al.
Publicado: (2023)

Detection of Bacterial α-l-Fucosidases with an Ortho-Quinone Methide-Based Probe and Mapping of the Probe-Protein Adducts
por: Luijkx, Yvette M. C. A., et al.
Publicado: (2022)

Cycloaddition of Strained Cyclic Alkenes and Ortho-Quinones: A Distortion/Interaction Analysis
por: Escorihuela, Jorge, et al.
Publicado: (2020)

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

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

Design of an Organocatalytic Asymmetric (4 + 3) Cycloaddition of 2-Indolylalcohols with Dienolsilanes
por: Ouyang, Jie, et al.
Publicado: (2022)

Highly Diastereoselective Synthesis of Tetrahydroquinoline Derivatives via [4 + 2] Annulation of Ortho-Tosylaminophenyl-Substituted Para-Quinone Methides and Cyanoalkenes
por: Dong, Taiwei, et al.
Publicado: (2021)

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

Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction
por: Narayanarao, Manjunatha, et al.
Publicado: (2016)

Oxidation with a “Stopover” – Stable Zwitterions as Intermediates in the Oxidation of α‐Tocopherol (Vitamin E) Model Compounds to their Corresponding ortho‐Quinone Methides
por: Böhmdorfer, Stefan, et al.
Publicado: (2021)

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

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

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

Organocatalytic asymmetric synthesis of P-stereogenic molecules
por: Liu, Junyang, et al.
Publicado: (2023)

Studies toward the Total Synthesis of Parvifolals A/B: An Intramolecular o-Quinone Methide [4 + 2]-Cycloaddition To Construct the Central Tetracyclic Core
por: Paymode, Dinesh J., et al.
Publicado: (2019)

A formal intermolecular [4 + 1] cycloaddition reaction of 3-chlorooxindole and o-quinone methides: a facile synthesis of spirocyclic oxindole scaffolds
por: Lin, Chao, et al.
Publicado: (2021)

Organocatalytic enantioselective dearomatization of thiophenes by 1,10-conjugate addition of indole imine methides
por: Li, Xingguang, et al.
Publicado: (2021)

A regioselective etherification of pyridoxine via an ortho-pyridinone methide intermediate
por: Yazarians, Jessica A., et al.
Publicado: (2017)

Organocatalytic cycloaddition–elimination cascade for atroposelective construction of heterobiaryls
por: Xu, Wen-Lei, et al.
Publicado: (2021)

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

3-Heterosubstituted Benzofurans from Hydroxyphenyl Propargyl Alcohols via ortho-Quinone Methide through a Metal-/Catalyst-Free Conjugate Addition/Oxy-Cyclization
por: Rajesh, Manda, et al.
Publicado: (2018)

Asymmetric synthesis of chiral 1,2-oxazinane and hexahydropyridazin spirocyclic scaffolds by organocatalytic [4 + 2] cycloaddition
por: Tian, Heng-Zhi, et al.
Publicado: (2022)

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

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

Silylative aromatization of p-quinone methides under metal and solvent free conditions
por: Li, Tingting, 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)

Synthesis of Cyclohepta[b]indoles by (4 + 3) Cycloaddition of 2-Vinylindoles or 4H-Furo[3,2-b]indoles with Oxyallyl Cations
por: Pirovano, Valentina, et al.
Publicado: (2020)

Cannot write session to /tmp/vufind_sessions/sess_vgn08rkd6q9cs12b4spf91tema