An efficient synthesis of benzo[b]benzofurano[2,3-e]-[1,6]naphthyridine-8-ones

Wang, Dao‐Lin; Wu, Dan; Zhao, Wei; Wang, Yong‐Yang; Wu, Jingzhi

doi:10.1016/j.cclet.2014.11.005

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Scheme 32 Reductive Amination Followed By Allylation Of N-benzyl-n-((2-chloroquinolin-3-yl)methyl)prop-2-en-1-amine1

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Cited by 15 publications

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“…[55] In furan-2-yl)quinoline-2-ones (131) and benzaldehydes in the presence of p-toluenesulfonic acid (Scheme 36). [56] The desired products obtained through these reactions were varying from good to quantitative. In general, aldehyde bearing the electron-withdrawing substituent (Cl) afforded the products in lower yields and taken a longer period for completion of the reaction, compared to unsubstituted aldehydes and aldehydes bearing the electron releasing substituent(s).…”

Section: Scheme 32 Reductive Amination Followed By Allylation Of N-benzyl-n-((2-chloroquinolin-3-yl)methyl)prop-2-en-1-aminementioning

confidence: 99%

Synthesis of 1,6‐Naphthyridine and Its Derivatives: A Systematic Review

2021

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The naturally and synthetically obtained 1,6-naphthyridine derivatives possess a wide range of pharmacological properties. This factor inspired the medicinal chemists and organic chemists to develop new methods for the synthesis of 1,6-naphthyridine derivatives. This review will discuss the synthesis of 1,6-naphthyridine and its derivatives from diverse starting materials or key intermediates in a systematic manner with appropriate mechanisms.

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Section: Scheme 32 Reductive Amination Followed By Allylation Of N-benzyl-n-((2-chloroquinolin-3-yl)methyl)prop-2-en-1-aminementioning

confidence: 99%

Synthesis of 1,6‐Naphthyridine and Its Derivatives: A Systematic Review

2021

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ChemInform Abstract: An Efficient Synthesis of Benzo[b]benzofurano[2,3‐e][1,6]naphthyridine‐8‐ones.

Wang

Zhao

et al. 2015

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An Efficient Synthesis of Benzo[b]benzofurano[2,3-e][1,6]naphthyridine-8-ones.-Title compounds are synthesized via Pictet-Spengler reaction of (aminobenzofuranyl)quinoline-2-ones, which could be obtained from alkylation of bromomethylquinoline-2-ones with salicylonitrile and subsequent Thorpe-Ziegler isomerization, with aromatic aldehydes in good yields. -(WANG*, D.-L.; WU, D.; ZHAO, W.; WANG, Y.-Y.; WU, J.-Y.; Chin. Chem. Lett. 26 (2015) 2, 251-254, http://dx.

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