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Facile One-Pot Parallel Synthesis of 3-Amino-1,2,4-triazoles. 2018
Andrey V Bogolyubsky, and
Olena Savych, and
Anton V Zhemera, and
Sergey E Pipko, and
Alexander V Grishchenko, and
Anzhelika I Konovets, and
Roman O Doroshchuk, and
Dmytro N Khomenko, and
Volodymyr S Brovarets, and
Yurii S Moroz, and
Mykhailo Vybornyi
Enamine, Ltd. , 78 Chervonotkatska Street , Kyiv , 02094 , Ukraine.
A 1,2,4-triazole motif is present in numerous commercialized and investigational bioactive molecules. Despite its importance for medicinal chemistry, there is a lack of convenient combinatorial approaches toward this molecular core. Herein, we present a synthetic strategy suitable for the quick preparation of a library of structurally diverse 1,2,4-triazoles in a one-pot setting. The key steps include the formation of thioureas followed by S-alkylation using 1,3-propane sultone and consecutive ring closure leading to the desired 1,2,4-triazoles. Parallel synthesis yields thousands of 1,2,4-triazoles in a cost- and time-efficient manner from commercially available chemicals.
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