One-pot synthesis of 1,3,4-oxadiazol-2(3H)-ones with CO2 as a C1 synthon promoted by hypoiodite?
Organic & Biomolecular Chemistry Pub Date: 2019-06-21 DOI: 10.1039/C9OB01200A
Abstract
A convenient and efficient route has been developed to synthesize 1,3,4-oxadiazol-2(3H)-ones from CO2, hydrazines and aryl or aliphatic aldehydes. Promoted by hypoiodite (IO?) generated in situ from KI and oxidant TBHP, the one-pot synthesis could proceed smoothly to afford the desired products in moderate to high yields. Mechanism studies revealed that nitrile imine was an important intermediate in this transformation. Notably, a commercial herbicide Oxadiazon could be successfully synthesized by this route.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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