A New Method of Constructing Methyleneindene and Quinoline Frameworks from Methylenecyclopropanes-Reference-Cited by-同舟云学术

A New Method of Constructing Methyleneindene and Quinoline Frameworks from Methylenecyclopropanes

Published:2024-06-21 Issue:15 Volume:19 Page:
ISSN:1861-4728
Container-title:Chemistry – An Asian Journal
language:en
Short-container-title:Chemistry An Asian Journal

Author:

Yang Qu‐Hang¹,Shi Min¹²^ORCID,Wei Yin²^ORCID

Affiliation:

1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals School of Chemistry & Molecular Engineering East China University of Science and Technology 130 Meilong Road Shanghai 200237 China

2. State Key Laboratory of Organometallic Chemistry Center for Excellence in Molecular Synthesis Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Ling-Ling Lu Shanghai 200032 China

Abstract

AbstractIn this paper, we have established an operationally convenient protocol for the rapid construction of polysubstituted methyleneindene and quinoline derivatives under mild conditions. This new synthetic method is achieved through the conversion of acetyl‐substituted methylenecyclopropanes with TsOH ⋅ H2O and ortho‐amino‐substituted methylenecyclopropanes with aromatic aldehyde and TsOH ⋅ H2O, respectively. A variety of transformations of the obtained products was demonstrated. The plausible reaction mechanisms were also proposed.

Funder

National Natural Science Foundation of China

Fundamental Research Funds for the Central Universities

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/asia.202400411

Reference117 articles.

1. For indene derivatives:

2. The (S)-(+)-enantiomer of dimethindene: a novel M2-selective muscarinic receptor antagonist

3. Identification of a novel selective H1-antihistamine with optimized pharmacokinetic properties for clinical evaluation in the treatment of insomnia

4. Synthesis and biological evaluation of benzocyclooctene-based and indene-based anticancer agents that function as inhibitors of tubulin polymerization

5. For quinoline derivatives: