Unprecedented outcome of base-promoted neber rearrangement of O-Mesyloxime of 2-aryl-1, 2, 3, 4-tetrahydro-1-methylsul fonyl-4-quinolone-synthesis of 4-amino-2- …

…, O Gheevarghese, NFH Makhubela

Index: Mphahlele, Malose J.; Gheevarghese, Omankutty; Makhubela, Nkosinathi F.H. Phosphorus, Sulfur and Silicon and Related Elements, 2000 , vol. 166, p. 303 - 314

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Citation Number: 6

Abstract

Abstract O-Mesyloximes derived from 2-aryl-1, 2, 3, 4-tetrahydro-1-methylsulfonyl-4- quinolones react with sodium ethoxide in ethanol to afford the 4-amino-2-arylquinolines in high yield. No traces of the 3-amino-2-aryl-4-quinolones expected from the Neber rearrangement of the substrates were detected or isolated from the reaction mixture. The structures of the products were determined using a combination of 1H NMR, 13C NMR, IR ...