A solid phase traceless synthesis of quinoxalinones

A solid-phase traceless synthesis of quinoxalinones in three combinatorial steps is reported. An aldehyde functionalized polystyrene resin was reducti vely alkylated by amino acid methyl esters, and then the resin bound second ary amines were reacted with o-fluoronitrobenzenes. The resulting o-nitroan ilines were reduced by tin chloride to the dianilines, which spontaneously cyclized. The amide nitrogen of the dihydroquinoxalinones obtained was alky lated by alkyl halides. After cleavage from the resin, the dihydroquinoxali nones were air oxidized to quinoxalinones. (C) 2000 Elsevier Science Ltd. A ll rights reserved.