Concept

Aziridines

Related publications (8)

A Simple, Transition Metal Catalyst-Free Method for the Design of Complex Organic Building Blocks Used to Construct Porous Metal-Organic Frameworks

Wendy Lee Queen, Jordi Espin Marti, Jocelyn Richard Roth, Till Marian Schertenleib, Nazanin Taheri, Ilia Kochetygov, Anita Justin, Sophia Alessandra Pache

The design of metal-organic frameworks (MOFs) having large pore sizes and volumes often requires the use of complex organic ligands, currently synthesized using costly and time-consuming palladium-catalyzed coupling chemistry. Thus, in the present work, a ...

WILEY-V C H VERLAG GMBH2023

Development of methods for the synthesis of large combinatorial libraries of macrocyclic compounds

Mischa Schüttel

Macrocycles have raised much interest in the pharmaceutical industry due to their ability to bind challenging targets while often still being able to cross membranes to reach intracellular proteins. However, the development of macrocyclic ligands to new di ...

EPFL2023

Ring-Opening Reactions of Aminocyclopropanes and Aminocyclobutanes

Mingming Wang

Nitrogen-containing compounds are an important class of molecules in medicinal chemistry, chemical biology, biochemistry, material sciences or environmental sciences. Organic nitrogen occurs in many forms, ranging from small building blocks such as urea, a ...

EPFL2022

Azide Radical Initiated Ring Opening of Cyclopropenes Leading to Alkenyl Nitriles and Polycyclic Aromatic Compounds

Jérôme Waser, Bastian Antoine Rodolphe Claude Muriel

We report herein a radical‐mediated amination of cyclopropenes. The transformation proceeds through a cleavage of the three‐membered ring after the addition of an azide radical on the strained double bond and leads to tetrasubstituted alkenyl nitrile deriv ...

2020

Photochemical Functionalization of Heterocycles with EBX Reagents: C-H Alkynylation versus Deconstructive Ring Cleavage

Jérôme Waser, Marion Marie-Agnès Garreau

The development of novel methodologies for the functionalization of saturated heterocycles is highly desirable. Herein, we report a cheap and efficient photochemical method for the C-H functionalization of saturated O-heterocycles, as well as the deconstru ...

2020

Cyclization and annulation reactions of nitrogen-substituted cyclopropanes and cyclobutanes

Jérôme Waser, Reto Frei, Fides Benfatti, Florian Patrick Marie Daniel De la Barre De Nanteuil, Filippo De Simone, Eloísa Sofía Serrano Robledo

Cyclization and annulation reactions initiated by ring-opening of small rings, especially cyclopropanes and cyclobutanes are now well-established in synthetic chemistry. Nevertheless, the potential of aminocyclopropanes and cyclobutanes, an important subcl ...

Royal Society of Chemistry2014

Cinchona Alkaloid-Amides Catalyzed Enantioselective Formal [2+2] Cycloadditions of Allenoates and Imines: Enantioselective Synthesis of 2,4-Substituted Azetidines

Jieping Zhu

Mix and go. The quinidine-amide (1)-catalyzed [2+2] cycloaddition between N-sulfonylimines (2) and alkyl 2,3-butadienoate (3) afforded the (R)-azetidines 4 in excellent yields and enantioselectivities. The (S)-enantiomer was obtained when a quinine-amide c ...

Wiley-Blackwell2011

Syntheses of organofluorine compounds. VII. Structurally biased 2-fluoroallyl cations as generated (or not generated) in cyclopropane ring-opening reactions

The Ag ion-catalyzed ring-opening of a 1:4 mixt. of syn- and anti-cyclopropanes I and II gave the expected mixt. of CH2:CFC(OH)MeCMe3 and (Z)-MeC(CMe3):CFCH2OH in 56 and 19% yield, resp. Under similar conditions spiro analog. III underwent Wagner-Meerwein ...

1977

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