Synthesis of quinoxalines or quinolin-8-amines from N-propargyl aniline derivatives employing tin and indium chlorides-Reference-Cited by-同舟云学术

Synthesis of quinoxalines or quinolin-8-amines from N-propargyl aniline derivatives employing tin and indium chlorides

Published:2015 Issue:36 Volume:13 Page:9373-9380
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Aichhorn Stefan¹²³⁴,Himmelsbach Markus⁵²³⁴,Schöfberger Wolfgang¹²³⁴

Affiliation:

1. Institute of Organic Chemistry

2. Johannes Kepler University Linz

3. 4040 Linz

4. Austria

5. Institute of Analytical Chemistry

Abstract

The utility of stannous chloride dihydrate as well as indium/InCl₃ in combination with “ortho-nitrogen”-N-propargylanilines for the construction of either quinoxaline- or quinolin-8-amine-scaffolds is demonstrated. Depending on the nature of the alkyne, different bicyclic nitrogen heterocycles are formed under aerobic conditions.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C5OB01532D

Reference81 articles.

1. The Pyrazines.

2. Die vielseitige Chemie der 1,4-Diazine: Organische, anorganische und biochemische Aspekte

3. Pyrazines: occurrence, formation and biodegradation

4. Disposition and metabolism of the food mutagen 2-amino-3,8-dimethylimidazo[4, 5-f]quinoxaline (MeIQx) in rats

5. A Novel and Versatile Entry to Asymmetrically Substituted Pyrazines

Cited by 28 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Experimental and theoretical investigations for novel 6-nitroquinoxaline-2,3‑dione derivatives: Synthesis, characterization, DFT calculations, ADME analysis, hirshfeld surface calculations, molecular docking studies, and antiproliferation evaluation;Journal of Molecular Structure;2025-01

2. Chemistry, Synthesis, and Structure Activity Relationship of Anticancer Quinoxalines;Chemistry;2023-11-14

3. An Efficient One-Pot Synthesis of Pyrido[2,3-c]coumarins via Serial Catalysis and Its Application in Concise Formal Synthesis of Santiagonamine;The Journal of Organic Chemistry;2023-10-18

4. One pot synthesis of propargylamines by three component amine-aldehyde-acetylene (A3) coupling catalyzed by neutral Ag(I) and Au(I) and cationic Pd(II) and Ni(II) complexes of a pincer N-heterocyclic carbene;Molecular Catalysis;2022-08

5. Quinoxaline: A comprehension of current pharmacological advancement in medicinal chemistry;European Journal of Medicinal Chemistry Reports;2022-08