Keywords
2-oxo-2-phenylethane-1-sulfonamide
4-dioxides
Beirut reaction
nucleophilic substitution.
quinoxaline 1
sulfonamides
Abstract
An access to new sulfonamide-containing 3-phenylquinoxaline 1,4-dioxides has been accomplished via the Beirut reaction of benzofuroxans with N-(tert-butyl)-2-oxo-2-phenylethane-1-sulfonamide. The reaction of 5-aminobenzofuroxan derivatives afforded 7-amino-2-sulfamoylquinoxaline 1,4-dioxides, whereas nucleophilic substitution of the chlorine atom in 6,7-dichloro-2-sulfamoylquinoxaline 1,4-dioxide gave the corresponding 6-amino-substituted analogs.
References
1.
González M., Cerecetto H., Monge A.
2.
Agrawal N., Bhardwaj A.
Chemical Biology and Drug Design,
2022
3.
Cheng G., Sa W., Cao C., Guo L., Hao H., Liu Z., Wang X., Yuan Z.
Frontiers in Pharmacology,
2016
4.
Schwartz B.S., Pollak J., Bailey-Davis L., Hirsch A.G., Cosgrove S.E., Nau C., Kress A.M., Glass T.A., Bandeen-Roche K.
International Journal of Obesity,
2015
5.
Miller E., Xia Q., Cella M., Nenninger A., Mruzik M., Brillos-Monia K., Hu Y., Sheng R., Ragain C., Crawford P.
Molecules,
2017
6.
Vicente E., Lima L.M., Bongard E., Charnaud S., Villar R., Solano B., Burguete A., Perez-Silanes S., Aldana I., Vivas L.
European Journal of Medicinal Chemistry,
2008
7.
dos Santos Fernandes G.F., Pavan A.R., dos Santos J.L.
Current Pharmaceutical Design,
2018
8.
Montana M., Montero V., Khoumeri O., Vanelle P.
Molecules,
2021
9.
González J.F., Dea-Ayuela M., Huck L., Orduña J.M., Bolás-Fernández F., de la Cuesta E., Haseen N., Mohammed A.A., Menéndez J.C.
Pharmaceuticals,
2024
10.
Buravchenko G.I., Scherbakov A.M., Dezhenkova L.G., Bykov E.E., Solovieva S.E., Korlukov A.A., Sorokin D.V., Monzote Fidalgo L., Shchekotikhin A.E.
Bioorganic Chemistry,
2020
11.
Hu Y., Xia Q., Shangguan S., Liu X., Hu Y., Sheng R.
Molecules,
2012
12.
Ismail M.M., Amin K.M., Noaman E., Soliman D.H., Ammar Y.A.
European Journal of Medicinal Chemistry,
2010
13.
Gali-Muhtasib H., Haddadin M., Rahhal D., Younes I.
Oncology Reports,
2001
14.
Santivañez-Veliz M., Pérez-Silanes S., Torres E., Moreno-Viguri E.
Bioorganic and Medicinal Chemistry Letters,
2016
15.
Pérez-Silanes S., Torres E., Arbillaga L., Varela J., Cerecetto H., González M., Azqueta A., Moreno-Viguri E.
Bioorganic and Medicinal Chemistry Letters,
2016
16.
Henry R.J.
Bacteriological Reviews,
1943
17.
Nerella S.G., Thacker P.S., Arifuddin M., Supuran C.T.
European Journal of Medicinal Chemistry Reports,
2024
18.
Hamama W.S., Waly S.M., Said S.B., Zoorob H.H.
Synthetic Communications,
2020
19.
Buravchenko G.I., Scherbakov A.M., Krymov S.K., Salnikova D.I., Zatonsky G.V., Schols D., Vullo D., Supuran C.T., Shchekotikhin A.E.
RSC Advances,
2024
20.
Buravchenko G.I., Scherbakov A.M., Dezhenkova L.G., Monzote L., Shchekotikhin A.E.
RSC Advances,
2021
21.
Buravchenko G.I., Maslov D.A., Alam M.S., Grammatikova N.E., Frolova S.G., Vatlin A.A., Tian X., Ivanov I.V., Bekker O.B., Kryakvin M.A., Dontsova O.A., Danilenko V.N., Zhang T., Shchekotikhin A.E.
Pharmaceuticals,
2022
23.
Preobrazhenskaya M.N., Korolev A.M., Shchekotikhin A.E., Lysenkova L.N.
Synthesis,
2003
24.
Krymov S.K., Salnikova D.I., Dezhenkova L.G., Bogdanov F.B., Korlyukov A.A., Scherbakov A.M., Shchekotikhin A.E.
Pharmaceuticals,
2023