Cargando…

Mechanistic DFT Study of 1,3-Dipolar Cycloadditions of Azides with Guanidine

Density functional calculations SMD(chloroform)//B3LYP/6-311+G(2d,p) were employed in the computational study of 1,3-dipolar cycloadditions of azides with guanidine. The formation of two regioisomeric tetrazoles and their rearrangement to cyclic aziridines and open-chain guanidine products were mode...

Descripción completa

Detalles Bibliográficos
Autores principales:	Antol, Ivana, Glasovac, Zoran, Margetić, Davor
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2023
Materias:	Communication
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10004754/ https://www.ncbi.nlm.nih.gov/pubmed/36903588 http://dx.doi.org/10.3390/molecules28052342

Ejemplares similares

Anion-Controlled Synthesis of Novel Guanidine-Substituted Oxanorbornanes
por: Barešić, Luka, et al.
Publicado: (2022)

Strain-Promoted 1,3-Dipolar Cycloaddition of Cycloalkynes and Organic Azides
por: Dommerholt, Jan, et al.
Publicado: (2016)

The Azide-Allene Dipolar Cycloaddition: Is DFT Able to Predict Site- and Regio-Selectivity?
por: Molteni, Giorgio, et al.
Publicado: (2021)

A DFT Investigation of the Reactivity of Guanidinium Salts in Tandem aza-Michael Addition/Intramolecular Cyclization
por: Glasovac, Zoran, et al.
Publicado: (2023)

1,3-Dipolar Cycloaddition Reactions of Substituted Benzyl Azides with Acetylenic Compounds
por: Abu-Orabi, Sultan T.
Publicado: (2002)

An Overlooked Pathway in 1,3‐Dipolar Cycloadditions of Diazoalkanes with Enamines
por: Li, Le, et al.
Publicado: (2022)

Understanding the 1,3‐Dipolar Cycloadditions of Allenes
por: Yu, Song, et al.
Publicado: (2020)

The Huisgen Reaction: Milestones of the 1,3‐Dipolar Cycloaddition
por: Breugst, Martin, et al.
Publicado: (2020)

Chemoselectivity of Tertiary Azides in Strain‐Promoted Alkyne‐Azide Cycloadditions
por: Svatunek, Dennis, et al.
Publicado: (2018)

Dynamic Catalytic Highly Enantioselective 1,3‐Dipolar Cycloadditions
por: Yildirim, Okan, et al.
Publicado: (2021)

Advancements in the mechanistic understanding of the copper-catalyzed azide–alkyne cycloaddition
por: Berg, Regina, et al.
Publicado: (2013)

Novel Synthesis of Dihydroisoxazoles by p-TsOH-Participated 1,3-Dipolar Cycloaddition of Dipolarophiles withα-Nitroketones
por: Yang, Caiyun, et al.
Publicado: (2023)

Synthetic scope and DFT analysis of the chiral binap–gold(I) complex-catalyzed 1,3-dipolar cycloaddition of azlactones with alkenes
por: Martín-Rodríguez, María, et al.
Publicado: (2013)

Triazol-substituted titanocenes by strain-driven 1,3-dipolar cycloadditions
por: Gansäuer, Andreas, et al.
Publicado: (2014)

Green Protocols in Heterocycle Syntheses via 1,3-Dipolar Cycloadditions
por: Martina, Katia, et al.
Publicado: (2019)

Targeted 1,3-dipolar cycloaddition with acrolein for cancer prodrug activation
por: Pradipta, Ambara R., et al.
Publicado: (2021)

The 1,3‐Dipolar Cycloaddition: From Conception to Quantum Chemical Design
por: Beutick, Steven E., et al.
Publicado: (2022)

Structural Assessment of Hydrogen Bonds on Methylpentynol–Azide Clusters To Achieve Regiochemical Outcome of 1,3-Dipolar Cycloaddition Reactions Using Density Functional Theory
por: Hashemi, Marzieh, et al.
Publicado: (2020)

Ultrasonic Synthesis, Molecular Structure and Mechanistic Study of 1,3-Dipolar Cycloaddition Reaction of 1-Alkynylpyridinium-3-olate and Acetylene Derivatives
por: Aboelnaga, Asmaa, et al.
Publicado: (2016)

Additive-assisted regioselective 1,3-dipolar cycloaddition of azomethine ylides with benzylideneacetone
por: Peng, Chuqin, et al.
Publicado: (2014)

Decarboxylative 1,3-dipolar cycloaddition of amino acids for the synthesis of heterocyclic compounds
por: Zhang, Xiaofeng, et al.
Publicado: (2023)

Enantioselective 1,3-Dipolar Cycloadditions of α-Methylene Lactams to Construct Spirocycles
por: Nishiura, Yuji, et al.
Publicado: (2023)

Copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of 1,3-enynes and azomethine ylides
por: Wang, Bo-Ran, et al.
Publicado: (2023)

Conditional Copper‐Catalyzed Azide–Alkyne Cycloaddition by Catalyst Encapsulation
por: Brevé, Tobias G., et al.
Publicado: (2020)

Synthesis of Pyrrolo[2,1-a]isoquinolines by Multicomponent 1,3-Dipolar Cycloaddition
por: Dumitrascu, Florea, et al.
Publicado: (2013)

Synthesis of 1-(2-Fluorophenyl)pyrazoles by 1,3-Dipolar Cycloaddition of the Corresponding Sydnones
por: Dumitrescu, Denisa, et al.
Publicado: (2021)

Expanding Stereochemical and Skeletal Diversity Using Petasis Reactions and 1,3-Dipolar Cycloadditions
por: Muncipinto, Giovanni, et al.
Publicado: (2010)

Catalytic Enantioselective 1,3-Dipolar Cycloadditions of Azomethine Ylides for Biology-Oriented Synthesis
por: Narayan, Rishikesh, et al.
Publicado: (2014)

Bioorthogonal prodrug activation driven by a strain-promoted 1,3-dipolar cycloaddition
por: Matikonda, Siddharth S., et al.
Publicado: (2015)

A Diastereoselective Synthesis of Dispiro[oxindole-cyclohexanone]pyrrolidines by 1,3-Dipolar Cycloaddition
por: Anis’kov, Alexander, et al.
Publicado: (2017)

MOF-Derived Cu@N-C Catalyst for 1,3-Dipolar Cycloaddition Reaction
por: Wang, Zhuangzhuang, et al.
Publicado: (2022)

Reactive Energetic Plasticizers Utilizing Cu-Free Azide-Alkyne 1,3-Dipolar Cycloaddition for In-Situ Preparation of Poly(THF-co-GAP)-Based Polyurethane Energetic Binders
por: Ma, Mingyang, et al.
Publicado: (2018)

3-Benzoylisoxazolines by 1,3-Dipolar Cycloaddition: Chloramine-T-Catalyzed Condensation of α-Nitroketones with Dipolarophiles
por: Pan, Xinhui, et al.
Publicado: (2021)

Introducing chirality in halogenated 3-arylsydnones and their corresponding 1-arylpyrazoles obtained by 1,3-dipolar cycloaddition
por: Popa, Marcel Mirel, et al.
Publicado: (2020)

Thiophene-based donor–acceptor co-oligomers by copper-catalyzed 1,3-dipolar cycloaddition
por: Potratz, Stefanie, et al.
Publicado: (2012)

1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives
por: Meyer, Adam G., et al.
Publicado: (2016)

1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation
por: Porubský, Martin, et al.
Publicado: (2016)

Telodendrimer-Based Macromolecular Drug Design using 1,3-Dipolar Cycloaddition for Applications in Biology
por: Yazdani, Hossein, et al.
Publicado: (2020)

An intramolecular relay catalysis strategy for Knoevenagel condensation and 1,3-dipolar cycloaddition domino reactions
por: Yuan, Xiaofeng, et al.
Publicado: (2019)

“Cyclopropylidene Effect” in the 1,3-Dipolar Cycloaddition of Nitrones to Alkylidene Cyclopropanes: A Computational Rationalization
por: Briccolani-Bandini, Lorenzo, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_qri5vahi9nmjc31gtippf86fr6