Sarah Sulzer‐Mossé

CCDC 2268814: Experimental Crystal Structure Determination

Masahiko Yoshimura, Pierre Quinodoz, Lucía Reyes Méndez, Amandine Kolleth et autres

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, …

CCDC 2196244: Experimental Crystal Structure Determination

Pierre Quinodoz, Amandine Kolleth, Dylan Dagoneau, Masahiko Yoshimura et autres

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, …

Novel Synthetic Approach towards Amino‐Substituted Polycyclic Aromatic Hydrocarbons through Electrocyclization of Keteniminium Salts

Masahiko Yoshimura, Pierre Quinodoz, Lucía Reyes Méndez, Amandine Kolleth et autres

Abstract Polycyclic aromatic hydrocarbons (PAHs) are an important family of molecules in science and technology. Amino‐substituted PAHs are promising building blocks to create attractive molecules for materials science. However, the synthetic limitations have hampered to produce diverse structures of amino‐substituted PAHs. Here …

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Efficient Synthesis of 9‐Aminophenanthrenes and Heterocyclic Analogues by Electrocyclization of Biaryl Keteniminium Salts

Pierre Quinodoz, Amandine Kolleth, Dylan Dagoneau, Masahiko Yoshimura et autres

Abstract We describe herein a high yielding and metal‐free methodology to access 9‐aminophenanthrene derivatives and heterocyclic analogues starting from biaryl acetamides. The conversion of the substrates to their corresponding keteniminium salts triggers a spontaneous electrocyclization occurring at room temperature within a few …

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Formation of Keteniminium Salts: Mechanistic Aspects andSubstituent Effects

Zeynep Aktaş, Gamze Tanriver, Pierre Quinodoz, Dylan Dagoneau et autres

Keteniminium salts (KIs) are versatile intermediates in synthetic organic chemistry. Elucidation of the mechanistic aspects of KI formation reactions facilitates the design of KI intermediates that give access to complex compounds. In this study, in order to provide a comprehensive understanding of …

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A Short and Versatile Approach for the Synthesis of Pyrrolizidinones

Dylan Dagoneau, Pierre Quinodoz, Amandine Kolleth, Mert Bozoflu et autres

Abstract Herein we describe a novel 3‐step synthesis of pyrrolizidinone derivatives with good overall yield. This sequence relies on first a [2+2] cycloaddition between a keteniminium salt intermediate, bearing an alkyl chloride side chain, and an alkene partner furnishing the corresponding cyclobutanone …

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Synthesis of Highly Substituted Cyclobutanones by a One‐Pot Keteniminium‐Enamine Process

Dylan Dagoneau, Amandine Kolleth, Pierre Quinodoz, Beyza Horoz et autres

Abstract Herein, we describe an effective one‐pot sequence for the regio‐ and stereoselective synthesis of highly substituted cyclobutanones. This process relies on first a [2+2] cycloaddition involving a keteniminium salt intermediate with an alkene followed by isomerization of the resulting cyclobutaniminium salt …

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Agrochemical disease control: The story so far

Clemens Lamberth, Stefano Rendine, Sarah Sulzer‐Mossé

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List of Contributors

Y. Abe, Douglas D. Anspaugh, Takao Aoki, Raphael A. Aponte et autres

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Keteniminium Salts: Reactivity and Propensity toward Electrocyclization Reactions

Gamze Tanriver, Dylan Dagoneau, Ulfet Karadeniz, Amandine Kolleth et autres

A predictive computational study was conducted in order to assess the efficiency of electrocyclization reactions of keteniminium salts, in an effort to form a variety of heterocyclic systems, namely, 3-amino(benzo)thiophenes, 3-amino(benzo)furans, 3-aminopyrroles, as well as 3-aminoindoles. A density functional theory (DFT) approach …

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Keteniminium Salts as Key Intermediates for the Efficient Synthesis of 3‐Amino‐Indoles and ‐Benzofurans

Dylan Dagoneau, Amandine Kolleth, Pierre Quinodoz, Gamze Tanriver et autres

Abstract Herein, we describe a high yielding approach towards the synthesis of 3‐amino‐indoles and ‐benzofurans through 6π‐electrocyclization. This was made possible by taking advantage of the high reactivity of keteniminium salts, formed in‐situ by treating with triflic anhydride and 2‐fluoropyridine amides bearing …

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Synthesis of Benzazepinones via Intramolecular Cyclization Involving Ketene Iminium Intermediates

Amandine Kolleth, Dylan Dagoneau, Pierre Quinodoz, Alexandre Lumbroso et autres

Abstract Herein, we describe a very straightforward and metal free method for the synthesis of benzazepinones through an intramolecular cyclization. This involves an ortho‐vinyl‐anilino‐amide as starting material which is converted to a keteniminium intermediate that spontaneously cyclize to form a 7‐membered ring …

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