Synthesis of the 1,5-disubstituted tetrazole-methanesulfonylindole hybrid system via high-order multicomponent reaction

A series of 1,5-disubstituted tetrazole-indole hybrids were synthesized via a high-order multicomponent reaction consisting of an Ugi-azide/Pd/Cu-catalyzed hetero-annulation cascade sequence. This operationally simple one-pot protocol allowed high bond-forming efficiency and creating six new bonds (two C-C, three C-N, and one N-N). Additionally, the products were evaluated against breast cancer MCF-7 cells, finding moderate activity in the compounds substituted with fluorine and chlorine.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2024-11-26
DOI
https://doi.org/10.3762/bjoc.20.256
Citations
1
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
0.25

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article

Synthesis of the 1,5-disubstituted tetrazole-methanesulfonylindole hybrid system via high-order multicomponent reaction

Jorge Gustavo Araujo-Huitrado, Yamilé López‐Hernández, Jesús Adrián López, Luis Chacón-Garcı́a et al.
1 citations
Beilstein Journal of Organic Chemistry
Multicomponent Synthesis of Heterocycles
0.25
article

Synthesis of the 1,5-disubstituted tetrazole-methanesulfonylindole hybrid system via high-order multicomponent reaction

Jorge Gustavo Araujo-Huitrado, Yamilé López‐Hernández, Jesús Adrián López, Luis Chacón-Garcı́a, Alejandro Islas‐Jácome, Carlos Jesus Cortés-Garcia, Angélica Judith Granados‐López, Cesia M. Aguilar-Morales, Hiram Hernández‐López, América A. Frías-López, Nadia V Emilio-Velázquez
article en
1 citations

Abstract

A series of 1,5-disubstituted tetrazole-indole hybrids were synthesized via a high-order multicomponent reaction consisting of an Ugi-azide/Pd/Cu-catalyzed hetero-annulation cascade sequence. This operationally simple one-pot protocol allowed high bond-forming efficiency and creating six new bonds (two C-C, three C-N, and one N-N). Additionally, the products were evaluated against breast cancer MCF-7 cells, finding moderate activity in the compounds substituted with fluorine and chlorine.

Beilstein Journal of Organic ChemistryVol. 20
Universidad Michoacana de San Nicolás de Hidalgo (MX), Universidad Autónoma Metropolitana (MX), Secretaría de Ciencia, Humanidades, Tecnología e Innovación (MX), Universidad Autónoma de Zacatecas "Francisco García Salinas" (MX)
Universidad Michoacana de San Nicolás de Hidalgo
Good health and well-being
Openalex Percentile: Top 46%
Multicomponent Synthesis of Heterocycles
0.25
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