Journal
ACS OMEGA
Volume 3, Issue 11, Pages 16005-16013Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acsomega.8b02749
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Funding
- Empeirikeion Foundation
- NIH [1R01GM097082-01]
- Innovative Medicines Initiative [115489]
- European Union's Horizon 2020 research and innovation program under MSC ITN Accelerated Early stage drug dIScovery (AEGIS) [675555]
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The catalytic efficacy of silver nanoparticles was investigated toward the chemoselective reduction of nitro-tetrazole or amino acid-substituted derivatives into the corresponding amines in high isolated yields. This highly efficient protocol was thereafter applied toward the multi-component reaction synthesis of heterocyclic dihydroquinoxalin-2-ones with high isolated yields. The reaction proceeds with low catalyst loading (0.8-1.4 mol %) and under mild catalytic conditions, a very good functional-group tolerance, and high yields and can be easily scaled up to more than 1 mmol of product. Thus, the present catalytic methodology highlights a useful synthetic application. Different molecules are designed and accordingly synthesized with the current protocol that could play the role of inhibitors of the soluble epoxide hydrolase, an important target for therapies against hypertension or inflammation.
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