Cargando…

One-Pot Sequence of Staudinger/aza-Wittig/Castagnoli–Cushman Reactions Provides Facile Access to Novel Natural-like Polycyclic Ring Systems

Realization of the one-pot Staudinger/aza-Wittig/Castagnoli–Cushman reaction sequence for a series of azido aldehydes and homophthalic anhydrides is described. The reaction proceeded at room temperature and delivered novel polyheterocycles related to the natural product realm in high yields and high...

Descripción completa

Detalles Bibliográficos
Autores principales:	Lebedev, Rodion, Dar’in, Dmitry, Kantin, Grigory, Bakulina, Olga, Krasavin, Mikhail
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2022
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9735558/ https://www.ncbi.nlm.nih.gov/pubmed/36500222 http://dx.doi.org/10.3390/molecules27238130

Ejemplares similares

Two Annulated Azaheterocyclic Cores Readily Available from a Single Tetrahydroisoquinolonic Castagnoli–Cushman Precursor
por: Karchuganova, Elizaveta, et al.
Publicado: (2020)

Extending the Scope of the New Variant of the Castagnoli–Cushman Cyclocondensation onto o-Methyl Benzoic Acids Bearing Various Electron-Withdrawing Groups in the α-Position
por: Guranova, Natalia, et al.
Publicado: (2022)

The Use of Aryl-Substituted Homophthalic Anhydrides in the Castagnoli–Cushman Reaction Provides Access to Novel Tetrahydroisoquinolone Carboxylic Acid Bearing an All-Carbon Quaternary Stereogenic Center
por: Moshnenko, Nazar, et al.
Publicado: (2022)

The Castagnoli–Cushman Reaction
por: Ramiro, José Luis, et al.
Publicado: (2023)

Three-component Castagnoli-Cushman reaction with ammonium acetate delivers 2-unsubstituted isoquinol-1-ones as potent inhibitors of poly(ADP-ribose) polymerase (PARP)
por: Safrygin, Alexander, et al.
Publicado: (2021)

Fluoral Hydrate: A Perspective Substrate for the Castagnoli–Cushman Reaction
por: Adamovskyi, Mykhailo I., et al.
Publicado: (2020)

Trifluoroethanol Promoted Castagnoli–Cushman Cycloadditions of Imines with Homophthalic Anhydride
por: Bayles, Thibault, et al.
Publicado: (2022)

One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction
por: Carnaroglio, Diego, et al.
Publicado: (2013)

Dicarboxylic Acid Monoesters in β- and δ-Lactam Synthesis
por: Ananeva, Anna, et al.
Publicado: (2022)

Catalytic Wittig and aza-Wittig reactions
por: Lao, Zhiqi, et al.
Publicado: (2016)

Simple and Efficient Synthesis of Diamino Derivatives of bis-1,2,4-oxadiazole via Tandem Staudinger/aza-Wittig Reaction
por: Xie, Hai, et al.
Publicado: (2023)

Diazocarbonyl and Related Compounds in the Synthesis of Azoles
por: Budeev, Anton, et al.
Publicado: (2021)

Facile and diastereoselective arylation of the privileged 1,4-dihydroisoquinolin-3(2H)-one scaffold
por: Dar’in, Dmitry, et al.
Publicado: (2022)

One-step route to tricyclic fused 1,2,3,4-tetrahydroisoquinoline systems via the Castagnoli–Cushman protocol
por: Pashev, Aleksandar, et al.
Publicado: (2020)

Modular synthesis and transition metal-free alkynylation/alkenylation of Castagnoli–Cushman-derived N,O- and N,S-heterocyclic vinyl chlorides
por: Beng, Timothy K., et al.
Publicado: (2020)

Facile access to 3-sulfonylquinolines via Knoevenagel condensation/aza-Wittig reaction cascade involving ortho-azidobenzaldehydes and β-ketosulfonamides and sulfones
por: Malkova, Ksenia, et al.
Publicado: (2023)

Transition metal-free one-pot synthesis of substituted pyrroles by employing aza-Wittig reaction
por: Jadala, Chetna, et al.
Publicado: (2019)

A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition
por: Vepreva, Anastasia, et al.
Publicado: (2022)

Sequential MCR via Staudinger/Aza-Wittig versus Cycloaddition Reaction to Access Diversely Functionalized 1-Amino-1H-Imidazole-2(3H)-Thiones
por: Ciccolini, Cecilia, et al.
Publicado: (2019)

Unusual highly diastereoselective Rh(II)-catalyzed dimerization of 3-diazo-2-arylidenesuccinimides provides access to a new dibenzazulene scaffold
por: Vepreva, Anastasia, et al.
Publicado: (2022)

New efficient synthesis of polysubstituted 3,4-dihydroquinazolines and 4H-3,1-benzothiazines through a Passerini/Staudinger/aza-Wittig/addition/nucleophilic substitution sequence
por: Zhao, Long, et al.
Publicado: (2022)

Facile Access to Fe(III)-Complexing Cyclic Hydroxamic Acids in a Three-Component Format
por: Chupakhin, Evgeny, et al.
Publicado: (2019)

Multicomponent Reactions Involving Diazo Reagents: A 5-Year Update
por: Bakulina, Olga, et al.
Publicado: (2021)

Preparation and Synthetic Applications of Five-to-Seven-Membered Cyclic α-Diazo Monocarbonyl Compounds
por: Zhukovsky, Daniil, et al.
Publicado: (2022)

A speedy route to sterically encumbered, benzene-fused derivatives of privileged, naturally occurring hexahydropyrrolo[1,2-b]isoquinoline
por: Bakulina, Olga, et al.
Publicado: (2017)

Cascade aza-Wittig/6π-Electrocyclization in the Synthesis of 1,6-Dihydropyridines
por: Polychronidou, Vasiliki, et al.
Publicado: (2021)

Extraction of Teeth, by Dr. Cushman
Publicado: (1851)

Ortho-Nitro Effect on the Diastereoselective Control in Sulfa-Staudinger and Staudinger Cycloadditions
por: Yang, Zhanhui, et al.
Publicado: (2017)

Wittig and Wittig–Horner Reactions under Sonication Conditions
por: Ilia, Gheorghe, et al.
Publicado: (2023)

Multicomponent synthesis of substituted pyridines via a catalytic intermolecular aza-Wittig/Diels–Alder sequence
por: Bayana, Mary E., et al.
Publicado: (2022)

Letter from Dr. C. T. Cushman, to the Baltimore Editor
por: Cushman, C. T.
Publicado: (1850)

A Cobalt Mediated Nitrene Transfer aza-Wittig Cascade Reaction To Access 1,3,4-Oxadiazole Scaffolds
por: Verdoorn, Daniël S., et al.
Publicado: (2023)

Diastereoselectivity in the Staudinger reaction of pentafluorosulfanylaldimines and ketimines
por: Penger, Alexander, et al.
Publicado: (2013)

Letter from C. T. Cushman, M. D., to the Baltimore Editor
por: Cushman, C. T.
Publicado: (1849)

The Phospha-Bora-Wittig Reaction
por: Borys, Andryj M., et al.
Publicado: (2021)

Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols
por: Bakulina, Olga, et al.
Publicado: (2019)

Facile synthesis of benzothiadiazine 1,1-dioxides, a precursor of RSV inhibitors, by tandem amidation/intramolecular aza-Wittig reaction
por: Majumdar, Krishna C, et al.
Publicado: (2013)

A Systems Approach to a One‐Pot Electrochemical Wittig Olefination Avoiding the Use of Chemical Reductant or Sacrificial Electrode
por: Chakraborty, Biswarup, et al.
Publicado: (2020)

Mutually Isomeric 2- and 4-(3-Nitro-1,2,4-triazol-1-yl)pyrimidines Inspired by an Antimycobacterial Screening Hit: Synthesis and Biological Activity against the ESKAPE Panel of Pathogens
por: Chuprun, Sergey, et al.
Publicado: (2020)

Mechanism of the Phospha-Wittig–Horner Reaction**
por: Arkhypchuk, Anna I, et al.
Publicado: (2013)

Cannot write session to /tmp/vufind_sessions/sess_fmvk7h7rsl11a9m3fs7ocr58ii