TY - JOUR AU - Balalas, T. D.; Stratidis, G.; Papatheodorou, D.; Vlachou, E.-E.; Gabriel, C.; Hadjipavlou-Litina, D. J.; Litinas, K. E. TI - One-pot Synthesis of 2-Substituted 4H-Chromeno[3,4-d]oxazol-4-ones from 4-Hydroxy-3-nitrocoumarin and Acids in the Presence of Triphenylphosphine and Phosphorus Pentoxide under Microwave Irradiation SN - 2509-9396 PY - 2018 JO - SynOpen JF - SynOpen LA - EN VL - 02 IS - 02 SP - 0105 EP - 0113 DA - 2018/04/17 KW - oxazolocoumarins KW - PPh3 KW - reduction KW - phosphorus pentoxide KW - microwaves KW - Pd/C AB - 2-Substituted 4H-chromeno[3,4-d]oxazol-4-ones are prepared from 4-hydroxy-3-nitrocoumarin and acids by one-pot reaction in the presence of PPh3 and P2O5 under microwave irradiation or by one-pot two-step reactions in the presence of Pd/C and hydrogen and then P2O5 under microwave irradiation. The fused oxazolocoumarins were also synthesized from 3-amido-4-hydroxycoumarins and P2O5 under microwave irradiation. The 3-amido-4-hydroxycoumarins are obtained almost quantitatively from 4-hydroxy-3-nitrocoumarin, acids and PPh3 under microwave irradiation, or in the presence of Pd/C and H2 on heating. Preliminary biological tests indicate significant inhibition of soybean lipoxygenase and antilipid peroxidation for both oxazolocoumarins and o-hydroxyamidocoumarins. PB - Georg Thieme Verlag DO - 10.1055/s-0036-1591977 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0036-1591977 ER -