Synthesis, characterization, and crystal structure of 2′,2″-dihydroxy-3,3⌄-bichalcone and its related chalcone-flavanone and biflavanone analogs

Carlos A. Escobar; Williams A. Fernández; Alexander Trujillo; Juan C. Santos; Thierry Roisnel; Mauricio Fuentealba

doi:10.1016/j.tetlet.2014.07.111

Synthesis, characterization, and crystal structure of 2′,2″-dihydroxy-3,3⌄-bichalcone and its related chalcone-flavanone and biflavanone analogs

Carlos A. Escobar, Williams A. Fernández, Alexander Trujillo, Juan C. Santos, Thierry Roisnel, Mauricio Fuentealba

INSTITUTE OF CHEMISTRY

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6 Scopus citations

Abstract

The synthesis of 3,3′-diformyl-1,1′-biphenyl 1 and its reaction in basic media with 2′-hydroxyacetophenone and paeonol, respectively, are described. The products, a bichalcone 2, it's partially cyclized analog, a flavanone-chalcone 3 and the fully cyclized biflavanone 4, are reported as products for the first reaction, while only the chalcone 5 for the second. The crystalline and molecular structure, solved by X-ray diffraction analysis, for compounds 2 and 5 are also presented in this work.

Original language	English
Pages (from-to)	5271-5274
Number of pages	4
Journal	Tetrahedron Letters
Volume	55
Issue number	38
DOIs	https://doi.org/10.1016/j.tetlet.2014.07.111
State	Published - 17 Sep 2014

Keywords

Bichalcone
Biflavanone
Biphenyl
Chalcone
Flavanone-chalcone

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10.1016/j.tetlet.2014.07.111

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title = "Synthesis, characterization, and crystal structure of 2′,2″-dihydroxy-3,3⌄-bichalcone and its related chalcone-flavanone and biflavanone analogs",

abstract = "The synthesis of 3,3′-diformyl-1,1′-biphenyl 1 and its reaction in basic media with 2′-hydroxyacetophenone and paeonol, respectively, are described. The products, a bichalcone 2, it's partially cyclized analog, a flavanone-chalcone 3 and the fully cyclized biflavanone 4, are reported as products for the first reaction, while only the chalcone 5 for the second. The crystalline and molecular structure, solved by X-ray diffraction analysis, for compounds 2 and 5 are also presented in this work.",

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author = "Escobar, {Carlos A.} and Fern{\'a}ndez, {Williams A.} and Alexander Trujillo and Santos, {Juan C.} and Thierry Roisnel and Mauricio Fuentealba",

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T1 - Synthesis, characterization, and crystal structure of 2′,2″-dihydroxy-3,3⌄-bichalcone and its related chalcone-flavanone and biflavanone analogs

AU - Escobar, Carlos A.

AU - Fernández, Williams A.

AU - Trujillo, Alexander

AU - Santos, Juan C.

AU - Roisnel, Thierry

AU - Fuentealba, Mauricio

PY - 2014/9/17

Y1 - 2014/9/17

N2 - The synthesis of 3,3′-diformyl-1,1′-biphenyl 1 and its reaction in basic media with 2′-hydroxyacetophenone and paeonol, respectively, are described. The products, a bichalcone 2, it's partially cyclized analog, a flavanone-chalcone 3 and the fully cyclized biflavanone 4, are reported as products for the first reaction, while only the chalcone 5 for the second. The crystalline and molecular structure, solved by X-ray diffraction analysis, for compounds 2 and 5 are also presented in this work.

AB - The synthesis of 3,3′-diformyl-1,1′-biphenyl 1 and its reaction in basic media with 2′-hydroxyacetophenone and paeonol, respectively, are described. The products, a bichalcone 2, it's partially cyclized analog, a flavanone-chalcone 3 and the fully cyclized biflavanone 4, are reported as products for the first reaction, while only the chalcone 5 for the second. The crystalline and molecular structure, solved by X-ray diffraction analysis, for compounds 2 and 5 are also presented in this work.

KW - Bichalcone

KW - Biflavanone

KW - Biphenyl

KW - Chalcone

KW - Flavanone-chalcone

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DO - 10.1016/j.tetlet.2014.07.111

M3 - Article

AN - SCOPUS:84906957600

SN - 0040-4039

VL - 55

SP - 5271

EP - 5274

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 38

ER -

Synthesis, characterization, and crystal structure of 2′,2″-dihydroxy-3,3⌄-bichalcone and its related chalcone-flavanone and biflavanone analogs

Abstract

Keywords

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