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 (...

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Veröffentlicht in:Beilstein journal of organic chemistry 2024-11, Vol.20 (1), p.3077-3084
Hauptverfasser: Aguilar-Morales, Cesia M, Frías-López, América A, Emilio-Velázquez, Nadia V, Islas-Jácome, Alejandro, Granados-López, Angelica Judith, Araujo-Huitrado, Jorge Gustavo, López-Hernández, Yamilé, Hernández-López, Hiram, Chacón-García, Luis, López, Jesús Adrián, Cortés-García, Carlos Jesús
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Sprache:eng
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Zusammenfassung: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.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.256