Intermolecular amination of Ethyl Benzo ylacetate via photocatalytic nitrene transfer reactions

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This study reports a photocatalytic nitrene transfer reaction of 1,3-dicarbonyl. A broad range substrates and iodinanes are shown, enabling direct C–H functionalization without the need for pre-formed nucleophilic enolate equivalents.

Language: Английский

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Enantiopure Turbo Chirality Targets in Tri-Propeller Blades: Design, Asymmetric Synthesis, and Computational Analysis

Molecules, Journal Year: 2025, Volume and Issue: 30(3), P. 603 - 603

Published: Jan. 29, 2025

Enantiopure turbo chirality in small organic molecules, without other chiral elements, is a fascinating topic that has garnered significant interest within the chemical and materials science community. However, further research into application of this concept have been severely limited by lack effective asymmetric tools. To date, only few enantiomers targets isolated, these were obtained through physical separation using HPLC, typically on milligram scales. In work, we report first approach to enantiopure absence elements such as central axial chirality. This demonstrated assembling aromatic phosphine oxides, where three propeller-like groups are anchored P(O) center via axes. Asymmetric induction was successfully carried out sulfonimine auxiliary, with absolute configurations conformations unambiguously determined X-ray diffraction analysis. The resulting frameworks exhibit propellers arranged either clockwise (P,P,P) or counterclockwise (M,M,M) configuration. arrangements, bulkier sides rings oriented toward oxygen atom P=O bond rather than opposite direction. Additionally, orientational configuration controlled auxiliary well, showing one Naph pushed away from group (-CH2-NHSO2-tBu) phenyl ring. Computational studies conducted relative energies for rotational barriers target along axis transition pathway between two enantiomers, meeting our expectations. work expected impact fields chemistry, biomedicine, future.

Language: Английский

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Skeletal Editing via Transition‐Metal‐Catalyzed Nitrene Insertion

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 28, 2024

Abstract Metal‐nitrenes are valuable reactive intermediates for synthesis and widely used to construct biologically relevant scaffolds, complexes functionalized molecules. The ring expansion of cyclic molecules via single‐nitrogen‐atom insertion nitrene or metal‐nitrenoid has emerged as a promising modern strategy driving advantageous nitrogen‐rich compound synthesis. In recent years, the catalytic single nitrogen atom into carbocycles, leading N‐heterocycles, become an important focus synthetic approaches with applications in medicinal chemistry, materials science, industry. Catalytic insertions have been increasing prominence organic due their capability high‐value added nitrogen‐containing heterocycles from simple feedstocks. this review, we will discuss rapidly growing field skeletal editing using transition metal catalysis access heterocycles, on across wide spectrum carbocycles.

Language: Английский

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Harnessing Dual Reactivity of N-Chloroamides for Cascade C–H Amidation/Chlorination of Indoles under Cobalt-Catalysis: Overriding Hofmann Rearrangement Pathway Leading to Aminocarbonylation

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 27, 2024

Herein, we have developed a Cp*Co(III)-catalyzed cascade C-2 amidation/C-3 chlorination of indoles by leveraging the dual functionality

Language: Английский

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Cp*Ir-SPDO Catalyzed Asymmetric Intramolecular Amination via Nitrene Transfer toward Chiral Spiro-Quaternary Indolinone

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(8), P. 2605 - 2605

Published: Jan. 1, 2024

Language: Английский

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