One-Pot Parallel Synthesis of 5-(Dialkylamino)tetrazoles
| Autor: | Yurii S. Moroz, Anton V. Zhemera, Andrey V. Bogolyubsky, Anzhelika I. Konovets, Kateryna E. Gubina, Olena Savych, Volodymyr Brovarets, Dmytro N. Khomenko, Yuliya O. Kuchkovska, Roman Doroschuk, Sergey E. Pipko, Oleksandr O. Grygorenko, Alexander V. Grishchenko |
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| Rok vydání: | 2019 |
| Předmět: |
Azides
Primary (chemistry) Alkylation Molecular Structure Temperature Thiourea Tetrazoles Thiophenes General Chemistry General Medicine Combinatorial synthesis Combinatorial chemistry Catalysis Article chemistry.chemical_compound chemistry Cyclization Thiocarbamates Reagent Sodium azide Azide Amines Sodium Azide |
| Zdroj: | ACS Comb Sci |
| ISSN: | 2156-8944 2156-8952 |
| Popis: | Two protocols for the combinatorial synthesis of 5-(dialkylamino)tetrazoles were developed. The best success rate (67%) was shown by the method which used primary and secondary amines, 2,2,2-trifluoroethylthiocarbamate and sodium azide as the starting reagents. The key steps included the formation of unsymmetrical thiourea, subsequent alkylation with 1,3-propane sultone and cyclization with azide anion. A 559-member aminotetrazole library was synthesized by this approach; the overall readily accessible (REAL) chemical space covered by the method exceeded 7 million feasible compounds. |
| Databáze: | OpenAIRE |
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