One-pot synthesis of 2-substituted chromeno[3,4-d]imidazol-4(3H)-ones from 4-amino-3-nitrocoumarin and acids

ARKIVOC(2019)

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摘要
2-Substituted chromeno[3,4-d]imidazol-4(3H)-ones have been synthesized in excellent yields by the one-pot reaction of 4-amino-3-nitrocoumarin with aliphatic acids in the presence of PPh3 and PPA under microwave irradiation. The reactions of 4-amino-3-carboxamidocoumarins (prepared from 3,4-diaminocoumarin, or in situ from 4-amino-3-nitrocoumarin and PPh3, and acids) with PPA in toluene under microwaves led also to the aforementioned compounds. Furthermore, the latter has been synthesized by the one pot reaction of 3,4-diaminocoumarin with acids in the presence of PPA under MW irradiation. Preliminary biological tests indicated inhibition of soybean lipoxygenase for some of the new compounds. [GRAPHICS] .
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Chromeno[3,4-d]imidazol-4(3H)-ones,4-amino-3-nitrocoumarin,PPh3,PPA,one-pot reaction,microwave irradiation
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