A new route for the synthesis of highly substituted 4-aminoquinoline drug like molecules via aza hetero–Diels

A new route for the synthesis of highly substituted 4-aminoquinoline drug like molecules via aza hetero–Diels–Alder reaction

Published:2015 Issue:28 Volume:13 Page:7614-7618
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Vidyacharan Shinde¹²³⁴⁵,Sagar A.¹²³⁴⁵,Sharada Duddu S.¹²³⁴⁵^ORCID

Affiliation:

1. Department of Chemistry

2. Indian Institute of Technology Hyderabad

3. Telangana

4. Hyderabad

5. India

Abstract

A new route has been developed for the synthesis of 4-aminoquinoline drug like moleculesviaaza hetero–Diels–Alder reaction starting from 2H-indazole as a diene for the first time.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C5OB01023C

Reference62 articles.

1. Heterocycle–Heterocycle Strategies: (2-Nitrophenyl)isoxazole Precursors to 4-Aminoquinolines, 1H-Indoles, and Quinolin-4(1H)-ones

2. A One-Pot–Three-Step Route to Triazolotriazepinoindazolones from Oxazolino-2H-indazoles

3. Functionalized 4-Aminoquinolines by Rearrangement of Pyrazole N-Heterocyclic Carbenes

4. A facile synthesis of 2H-indazoles under neat conditions and further transformation into aza-γ-carboline alkaloid analogues in a tandem one-pot fashion

5. One-Pot Palladium-Catalyzed Ligand- and Metal-Oxidant-Free Aerobic Oxidative Isocyanide Insertion Leading to 2-Amino-substituted-4(3H)-quinazolinones

Cited by 27 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. 2-Azidobenzaldehyde-Based [4+2] Annulation for the Synthesis of Quinoline Derivatives;Molecules;2024-03-11

2. 2-azidobenzaldehyde: A versatile scaffold for the generation of N‐heterocyclic compounds;Journal of Molecular Structure;2023-12

3. Facile access to 3-sulfonylquinolines via Knoevenagel condensation/aza-Wittig reaction cascade involving ortho-azidobenzaldehydes and β-ketosulfonamides and sulfones;Beilstein Journal of Organic Chemistry;2023-06-09

4. Metal-free [2 + 2] and [4 + 2] cycloadditions ofN-aryl-substituted ynamides to construct functionalized aminocyclobutenes and 4-aminoquinolines;Organic Chemistry Frontiers;2023

5. 15.4.5 Quinolinones and Related Systems (Update 2022);Knowledge Updates 2022/3;2022