Tetrahedron

The reverse vilsmeier approach to the synthesis of quinolines, quinolinium salts and quinolones

O Meth-Cohn, DL Taylor

文献索引：Meth-Cohn, Otto; Taylor, David L. Tetrahedron, 1995 , vol. 51, # 47 p. 12869 - 12882

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被引用次数: 43

摘要

N-Methylformanilide (MFA) reacts with various electron-rich alkenes in POCl3 solution to give N-methylquinolinium salts generally in good yield The alkenes can be vinyl acetate, an aldehyde or ketone enamine (preferably the morpholine enamine), a methyl aryl ketone (reacting as its enol) or it may be generated from an alkanoamide bearing α-protons (which produces an α-chloroenamine in situ). The reaction is effective for a variety of other alkyl-, ...