A simple and efficient protocol has been developed for the synthesis of 3-phenylnaphtho[2,3-b]furan-4,9-diones by domino reaction of a-bromonitroalkenes to 2-hydroxynaphthalene-1,4-dione. With the optimal reaction con...A simple and efficient protocol has been developed for the synthesis of 3-phenylnaphtho[2,3-b]furan-4,9-diones by domino reaction of a-bromonitroalkenes to 2-hydroxynaphthalene-1,4-dione. With the optimal reaction condi- tions [NaOAc (120 mol%), water, 70 ~C, 7 h], the scope of the domino reaction was explored and the green ap- proach provided the desired products in moderate to good yields at elevated temperature under aqueous-mediated conditions. A mechanistic rationalization for this reaction is also provided. The absorption characteristics of the compounds were examined by UV-Vis spectra and fluorescence spectroscopy. All compounds were fluorescent in solution emitting at blue light (432--433 nm), green light (512--536 nm), or yellow light (591 nm).展开更多
文摘A simple and efficient protocol has been developed for the synthesis of 3-phenylnaphtho[2,3-b]furan-4,9-diones by domino reaction of a-bromonitroalkenes to 2-hydroxynaphthalene-1,4-dione. With the optimal reaction condi- tions [NaOAc (120 mol%), water, 70 ~C, 7 h], the scope of the domino reaction was explored and the green ap- proach provided the desired products in moderate to good yields at elevated temperature under aqueous-mediated conditions. A mechanistic rationalization for this reaction is also provided. The absorption characteristics of the compounds were examined by UV-Vis spectra and fluorescence spectroscopy. All compounds were fluorescent in solution emitting at blue light (432--433 nm), green light (512--536 nm), or yellow light (591 nm).