Tetrahedron

, том 70 , издание 18 , страницы 2938-2943

Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines

Тип публикации: Journal Article

Дата публикации: 2014-05-01

Elsevier

Tetrahedron

scimago Q3

wos Q2

БС2

SJR: 0.426

CiteScore: 4.1

Impact factor: 2.2

ISSN: 00404020, 14645416

DOI: 10.1016/j.tet.2014.03.031

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Organic Chemistry

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Краткое описание

A new aspect concerning chromone chemistry leading to the one-pot synthesis of functionalized novel ABCD-fused chromenopyrazolopyridines has been described. The synthesis involves a multicomponent reaction of chromone-3-benzoylhydrazones with isocyanides and acetylenedicarboxylates, whereupon novel complex tetracyclic benzopyrone derivatives containing three stereogenic centres were formed. The structure elucidation of the products was accomplished by 1D and 2D NMR experiments and confirmed by X-ray crystallographic analysis. Full assignment of all 1 H and 13 C NMR chemical shifts has been unambiguously achieved. The reaction mechanism is also discussed. In addition, eight chromenopyrazolopyridine derivatives were tested for possible biological activity (antioxidant and lipid peroxidation inhibition).

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Dimitriadou E. et al. Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines // Tetrahedron. 2014. Vol. 70. No. 18. pp. 2938-2943.

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Dimitriadou E., Stephanidou-Stephanatou J., Tsoleridis C. A., Hadjipavlou-Litina D., Kontogiorgis C., Kostakis G. Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines // Tetrahedron. 2014. Vol. 70. No. 18. pp. 2938-2943.

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TY - JOUR

DO - 10.1016/j.tet.2014.03.031

UR - https://doi.org/10.1016/j.tet.2014.03.031

TI - Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines

T2 - Tetrahedron

AU - Dimitriadou, Eleni

AU - Stephanidou-Stephanatou, Julia

AU - Tsoleridis, Constantinos A.

AU - Hadjipavlou-Litina, Dimitra

AU - Kontogiorgis, Christos

AU - Kostakis, George

PY - 2014

DA - 2014/05/01

PB - Elsevier

SP - 2938-2943

IS - 18

VL - 70

SN - 0040-4020

SN - 1464-5416

ER -

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@article{2014_Dimitriadou,

author = {Eleni Dimitriadou and Julia Stephanidou-Stephanatou and Constantinos A. Tsoleridis and Dimitra Hadjipavlou-Litina and Christos Kontogiorgis and George Kostakis},

title = {Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines},

journal = {Tetrahedron},

year = {2014},

volume = {70},

publisher = {Elsevier},

month = {may},

url = {https://doi.org/10.1016/j.tet.2014.03.031},

number = {18},

pages = {2938--2943},

doi = {10.1016/j.tet.2014.03.031}

}

MLA

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MLA Скопировать

Dimitriadou, Eleni, et al. “Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines.” Tetrahedron, vol. 70, no. 18, May. 2014, pp. 2938-2943. https://doi.org/10.1016/j.tet.2014.03.031.

Издатель

Elsevier

Журнал

Tetrahedron

scimago Q3

wos Q2

БС2

SJR

0.426

CiteScore

4.1

Impact factor

2.2

ISSN

00404020 (Print)

14645416 (Electronic)