Halogen Radical-Enabled Dearomatization of N-Arylpropiolamides via Photoinduced Sequential Halogenation/Spirocyclization/Oxidation Process DOI
Wenkun Luo,

Huiling Jiang,

Weiwei Luo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Here we report a strategy that eliminates the need for photocatalysts and external additives, which provides an operable mild method halogen radical-enabled dearomatization of N-arylpropiolamides under oxygen atmosphere at room temperature. The is applicable to wide range substrates, extending beyond limited scope p-methoxyl N-phenylpropynamides. Furthermore, several functional synthetic intermediates anticancer bioactive molecules were successfully derived from 3-halogenated azaspiro[4.5]trienones.

Language: Английский

Visible Light‐Induced Umpolung Synthesis of 3,3‐Disubstituted Oxindoles via the Substrate‐Photosensitive Strategy DOI
H. J. Yang,

Ting-Ting Wang,

Benhui Sui

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 25, 2024

Comprehensive Summary 3,3‐Disubstituted oxindoles, forming the core of extensive bioactive natural products and drugs, attract tremendous efforts to develop efficient methods for their preparation. Here, a photocatalyst‐free approach synthesis 3,3‐disubstituted oxindoles via substrate‐photosensitive strategy under visible light was successfully developed. Preliminary mechanistic studies illustrated that isatin‐derived imines can be directly excited by generate strong oxidant states, facilitating subsequent single‐electron transfer (SET) processes with Hantzsch esters afford corresponding α‐amino radical intermediates. Thus, these radicals promote Giese addition or radical/radical cross‐coupling reactions furnish diverse functionalized 3‐substituted 3‐aminooxindoles in high yields.

Language: Английский

Citations

0

Creation of Gas‐Phase Organo‐Uranium Species by Removal of “yl” Oxo Ligands From UO22+ Carboxylate Precursor Ions DOI

Samuel J. Lenze,

Justin Terhorst,

Amina Ihabi

et al.

Rapid Communications in Mass Spectrometry, Journal Year: 2024, Volume and Issue: 39(4)

Published: Dec. 2, 2024

ABSTRACT Rationale These experiments were conducted to measure the diversity of organo‐U (IV) and U (III) ions created using multiple‐stage tandem MS collision‐induced dissociation halogen‐substituted VI O 2 ‐phenide complexes [UO (C 6 H 3 FX)] + , X = Cl, Br, or I. Methods Samples UO (O C‐C FX) prepared by digesting with appropriate carboxylic acids in deionized water. Solutions for ESI diluting digested sample 50:50 O/CH OH. Precursor generated electrospray ionization (ESI). Multiple‐stage (He collision gas) a linear quadrupole ion trap mass spectrometer was used prepare species such as [U IV FX(C≡CH)] III F(C≡CH)] subsequent study ion‐molecule reactions adventitious neutrals trap. Results CID I, caused removal both “yl” oxo ligands from 2+ moiety create FX] . For FXC≡CH] FC≡CH] products, hydrolysis generate FX (OH)] F concomitant loss HC≡CH, observed. FBr)] FI)] reductive elimination respective halogen radicals interesting C ] Conclusions The use “preparative” spectrometry suite substituted benzoic acid can be remove group homologous studies intrinsic reactivity.

Language: Английский

Citations

0

Visible-light-induced decarboxylative cyclization DOI
Suven Das

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 3, 2024

The present review focuses on recent progress (2020–2024) in the visible-light-driven decarboxylative cyclization of various carboxylic acid derivatives for constructing carbo-/heterocycles.

Language: Английский

Citations

0

Halogen Radical-Enabled Dearomatization of N-Arylpropiolamides via Photoinduced Sequential Halogenation/Spirocyclization/Oxidation Process DOI
Wenkun Luo,

Huiling Jiang,

Weiwei Luo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Here we report a strategy that eliminates the need for photocatalysts and external additives, which provides an operable mild method halogen radical-enabled dearomatization of N-arylpropiolamides under oxygen atmosphere at room temperature. The is applicable to wide range substrates, extending beyond limited scope p-methoxyl N-phenylpropynamides. Furthermore, several functional synthetic intermediates anticancer bioactive molecules were successfully derived from 3-halogenated azaspiro[4.5]trienones.

Language: Английский

Citations

0