Acid‐Promoted Self‐Photocatalyzed Regioselective Oxidation: A Novel Strategy for Accessing Quinoxaline‐2,3‐diones DOI Open Access

Shengjie Song,

Xiaoqing Peng,

Binjie Zhou

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(68)

Published: Aug. 29, 2024

Abstract Disclosed here is an efficient approach for the preparation of quinoxaline‐2,3‐diones using air (O 2 ) as a green oxidant via acid‐promoted self‐photocatalyzed regioselective oxidation quinoxalin‐2(1 H )‐ones at C‐3 position. This protocol presents novel synthetic route quinoxaline‐2,3‐dione derivatives, featuring mild reaction conditions, simple operation, and wide range substrates, without need external photocatalysts, metal reagents, strong oxidants.

Language: Английский

Brønsted Acid Mediated Mono- and Di-substitution of Quinoxalines with Indoles: A Pathway to Indolocarbazole-Quinoxaline Scaffolds DOI

Mangesh Biramya Valvi,

Gaurav Badhani,

Kundalika M. More

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A versatile and efficient protocol for the mono- di-substitution of quinoxalines with indoles has been developed, offering a direct pathway to indolocarbazole-quinoxaline scaffolds. By optimizing reaction conditions, selective coupling at C-2 C-3 positions diverse indole derivatives was achieved under transition metal-free conditions. Substrate scope evaluation revealed broad functional group tolerance synthetic utility demonstrated by gram-scale synthesis subsequent cyclization into novel indolocarbazole-quinoxalines. Mechanistic studies suggest an ionic pathway, highlighting potential this method constructing biologically relevant heterocyclic architectures.

Language: Английский

Citations

0
Lewis Acid-Mediated Isothiocyanation and Chlorination of Quinoxalin-2(1H)-ones under Visible Light Conditions DOI
Gaurav Badhani,

Shubham Bhatt,

Valvi Mangesh Biramya

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10760 - 10772

Published: July 11, 2024

Lewis acid-mediated selective C3-isothiocyanation of quinoxalin-2(1

Language: Английский

Citations

2
Sustainable N-Formylation of Anilines: Harnessing Aleuritic Acid as a Renewable Formyl Source DOI
Subbarayappa Adimurthy,

Hetavi A. Vadariya,

Gaurav Badhani

et al.

Synlett, Journal Year: 2024, Volume and Issue: 35(20), P. 2503 - 2507

Published: Aug. 15, 2024

Abstract N-Formylation of anilines using a renewable aleuritic acid as an eco-friendly and sustainable formylating source has been developed. para-Substituted generally provided good yields, while moderate yields were observed with meta- ortho-substituted derivatives. In situ generated formic through oxidative cleavage serve formyl source, which confirmed control experiments.

Language: Английский

Citations

0
Acid‐Promoted Self‐Photocatalyzed Regioselective Oxidation: A Novel Strategy for Accessing Quinoxaline‐2,3‐diones DOI Open Access

Shengjie Song,

Xiaoqing Peng,

Binjie Zhou

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(68)

Published: Aug. 29, 2024

Abstract Disclosed here is an efficient approach for the preparation of quinoxaline‐2,3‐diones using air (O 2 ) as a green oxidant via acid‐promoted self‐photocatalyzed regioselective oxidation quinoxalin‐2(1 H )‐ones at C‐3 position. This protocol presents novel synthetic route quinoxaline‐2,3‐dione derivatives, featuring mild reaction conditions, simple operation, and wide range substrates, without need external photocatalysts, metal reagents, strong oxidants.

Language: Английский

Citations

0