An efficient click synthesis of chalcones derivatized with two 1-(2-quinolon-4-yl)-1,2,3-triazoles

Mohammed B. Alshammari; Ashraf A. Aly; Alan B. Brown; Md Afroz Bakht; Ahmed M. Shawky; Adel M. Abdelhakem; Essmat M. El-Sheref

doi:10.1515/znb-2021-0028

An efficient click synthesis of chalcones derivatized with two 1-(2-quinolon-4-yl)-1,2,3-triazoles

Mohammed B. Alshammari, Ashraf A. Aly, Alan B. Brown, Md Afroz Bakht, Ahmed M. Shawky, Adel M. Abdelhakem, Essmat M. El-Sheref

Chemistry

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4 Scopus citations

Abstract

Chalcones derivatized with 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 4-azido-2-quinolones with 1-phenyl-3-(4-propargyloxyphenyl)prop-2-en-1-one, or by aldol reaction of 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes with acetophenone. Whereas, chalcones bearing two 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 1,3-bis(4-propargyloxyphenyl)prop-2-en-1-one with 4-azido-2-quinolones, or by aldol condensation between 4-{4-[(4-acetylphenoxy)methyl]-1H-1,2,3-triazol-1-yl}quinolin-2(1H)-ones and 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes.

Original language	English
Pages (from-to)	395-403
Number of pages	9
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	76
Issue number	6-7
DOIs	https://doi.org/10.1515/znb-2021-0028
State	Published - 1 Jul 2021

Keywords

aldol condensation
bis(2-quinolonyl)-bis-1,2,3-triazoles
chalcones

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10.1515/znb-2021-0028

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title = "An efficient click synthesis of chalcones derivatized with two 1-(2-quinolon-4-yl)-1,2,3-triazoles",

abstract = "Chalcones derivatized with 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 4-azido-2-quinolones with 1-phenyl-3-(4-propargyloxyphenyl)prop-2-en-1-one, or by aldol reaction of 4-\{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy\}benzaldehydes with acetophenone. Whereas, chalcones bearing two 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 1,3-bis(4-propargyloxyphenyl)prop-2-en-1-one with 4-azido-2-quinolones, or by aldol condensation between 4-\{4-[(4-acetylphenoxy)methyl]-1H-1,2,3-triazol-1-yl\}quinolin-2(1H)-ones and 4-\{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy\}benzaldehydes.",

keywords = "aldol condensation, bis(2-quinolonyl)-bis-1,2,3-triazoles, chalcones",

author = "Alshammari, \{Mohammed B.\} and Aly, \{Ashraf A.\} and Brown, \{Alan B.\} and Bakht, \{Md Afroz\} and Shawky, \{Ahmed M.\} and Abdelhakem, \{Adel M.\} and El-Sheref, \{Essmat M.\}",

note = "Publisher Copyright: {\textcopyright} 2021 Walter de Gruyter GmbH, Berlin/Boston 2021.",

year = "2021",

month = jul,

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doi = "10.1515/znb-2021-0028",

language = "English",

volume = "76",

pages = "395--403",

journal = "Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences",

issn = "0932-0776",

publisher = "Walter de Gruyter GmbH",

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T1 - An efficient click synthesis of chalcones derivatized with two 1-(2-quinolon-4-yl)-1,2,3-triazoles

AU - Alshammari, Mohammed B.

AU - Aly, Ashraf A.

AU - Brown, Alan B.

AU - Bakht, Md Afroz

AU - Shawky, Ahmed M.

AU - Abdelhakem, Adel M.

AU - El-Sheref, Essmat M.

PY - 2021/7/1

Y1 - 2021/7/1

N2 - Chalcones derivatized with 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 4-azido-2-quinolones with 1-phenyl-3-(4-propargyloxyphenyl)prop-2-en-1-one, or by aldol reaction of 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes with acetophenone. Whereas, chalcones bearing two 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 1,3-bis(4-propargyloxyphenyl)prop-2-en-1-one with 4-azido-2-quinolones, or by aldol condensation between 4-{4-[(4-acetylphenoxy)methyl]-1H-1,2,3-triazol-1-yl}quinolin-2(1H)-ones and 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes.

AB - Chalcones derivatized with 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 4-azido-2-quinolones with 1-phenyl-3-(4-propargyloxyphenyl)prop-2-en-1-one, or by aldol reaction of 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes with acetophenone. Whereas, chalcones bearing two 1-(2-quinolonyl)-1,2,3-triazoles were synthesized by reaction of 1,3-bis(4-propargyloxyphenyl)prop-2-en-1-one with 4-azido-2-quinolones, or by aldol condensation between 4-{4-[(4-acetylphenoxy)methyl]-1H-1,2,3-triazol-1-yl}quinolin-2(1H)-ones and 4-{[1-(2-oxo-1,2-dihydroquinolin-4-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzaldehydes.

KW - aldol condensation

KW - bis(2-quinolonyl)-bis-1,2,3-triazoles

KW - chalcones

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U2 - 10.1515/znb-2021-0028

DO - 10.1515/znb-2021-0028

M3 - Article

AN - SCOPUS:85109024158

SN - 0932-0776

VL - 76

SP - 395

EP - 403

JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

IS - 6-7

ER -

An efficient click synthesis of chalcones derivatized with two 1-(2-quinolon-4-yl)-1,2,3-triazoles

Abstract

Keywords

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