Syntheses of 4-indolylquinoline derivatives via reductive cyclization of indolylnitrochalcone derivatives by Fe/HCl

Wen Chang Chen; Chan Chieh Lin; Veerababurao Kavala; Chun Wei Kuo; Chia Yu Huang; Ching Fa Yao

doi:10.3390/molecules201219862

Syntheses of 4-indolylquinoline derivatives via reductive cyclization of indolylnitrochalcone derivatives by Fe/HCl

Wen Chang Chen, Chan Chieh Lin, Veerababurao Kavala, Chun Wei Kuo, Chia Yu Huang, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

An easy and efficient procedure for the synthesis of 4-indolylquinoline derivatives is described. This process involves two steps, the first of which is the Michael addition of indole to nitrochalcones promoted by sulfamic acid under solvent free conditions and the second step is a reductive cyclization of the indolylnitrochalcone intermediates to 4-indolylquinoline derivatives by Fe/HCl in ethanol. In both steps, the reactions are clean and the yields of products are high.

Original language	English
Pages (from-to)	22499-22519
Number of pages	21
Journal	Molecules
Volume	20
Issue number	12
DOIs	https://doi.org/10.3390/molecules201219862
Publication status	Published - 2015 Dec 15

Keywords

4-indolylquinoline
Fe/HCl
Indolylchalcone
Reductive cyclization

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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10.3390/molecules201219862

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title = "Syntheses of 4-indolylquinoline derivatives via reductive cyclization of indolylnitrochalcone derivatives by Fe/HCl",

abstract = "An easy and efficient procedure for the synthesis of 4-indolylquinoline derivatives is described. This process involves two steps, the first of which is the Michael addition of indole to nitrochalcones promoted by sulfamic acid under solvent free conditions and the second step is a reductive cyclization of the indolylnitrochalcone intermediates to 4-indolylquinoline derivatives by Fe/HCl in ethanol. In both steps, the reactions are clean and the yields of products are high.",

keywords = "4-indolylquinoline, Fe/HCl, Indolylchalcone, Reductive cyclization",

author = "Chen, {Wen Chang} and Lin, {Chan Chieh} and Veerababurao Kavala and Kuo, {Chun Wei} and Huang, {Chia Yu} and Yao, {Ching Fa}",

note = "Publisher Copyright: {\textcopyright} 2015 by The Authors.",

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doi = "10.3390/molecules201219862",

language = "English",

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T1 - Syntheses of 4-indolylquinoline derivatives via reductive cyclization of indolylnitrochalcone derivatives by Fe/HCl

AU - Chen, Wen Chang

AU - Lin, Chan Chieh

AU - Kavala, Veerababurao

AU - Kuo, Chun Wei

AU - Huang, Chia Yu

AU - Yao, Ching Fa

PY - 2015/12/15

Y1 - 2015/12/15

N2 - An easy and efficient procedure for the synthesis of 4-indolylquinoline derivatives is described. This process involves two steps, the first of which is the Michael addition of indole to nitrochalcones promoted by sulfamic acid under solvent free conditions and the second step is a reductive cyclization of the indolylnitrochalcone intermediates to 4-indolylquinoline derivatives by Fe/HCl in ethanol. In both steps, the reactions are clean and the yields of products are high.

AB - An easy and efficient procedure for the synthesis of 4-indolylquinoline derivatives is described. This process involves two steps, the first of which is the Michael addition of indole to nitrochalcones promoted by sulfamic acid under solvent free conditions and the second step is a reductive cyclization of the indolylnitrochalcone intermediates to 4-indolylquinoline derivatives by Fe/HCl in ethanol. In both steps, the reactions are clean and the yields of products are high.

KW - 4-indolylquinoline

KW - Fe/HCl

KW - Indolylchalcone

KW - Reductive cyclization

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DO - 10.3390/molecules201219862

M3 - Article

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AN - SCOPUS:84954349611

SN - 1420-3049

VL - 20

SP - 22499

EP - 22519

JO - Molecules

JF - Molecules

IS - 12

ER -

Syntheses of 4-indolylquinoline derivatives via reductive cyclization of indolylnitrochalcone derivatives by Fe/HCl

Abstract

Keywords

ASJC Scopus subject areas

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