Tetrahedron letters

A novel one-step synthesis of quinolinium salts and 4-quinolones from formanilides

O Meth-Cohn, DL Taylor

Index: Meth-Cohn, Otto; Taylor, David L. Tetrahedron Letters, 1993 , vol. 34, # 22 p. 3629 - 3632

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Citation Number: 24

Abstract

Abstract N-Methylformanilide in POCl 3 reacts readily at 80 C with alkanoamides (RCH 2 CONR'2) to give 3-R-4-chloroquinolinium salts in good yields. The arylamide reacts as its Vilsmeier salt and the alkanoamide as an α-chloroenamine. High yields of 4-quinolones are easily obtained by base treatment.