New investigation of Vilsmeier-type reaction using pyrazolones with various amides

✍ Scribed by Yu-Ying Huang; Kimiyoshi Kaneko; Hiroyuki Takayama; Masayuki Kimura; Fung Fuh Wong

• Book ID: 104099296
• Publisher: Elsevier Science
• Year: 2011
• Tongue: French
• Weight: 312 KB
• Volume: 52
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2011.05.055

✦ Synopsis

New investigation of Vilsmeier-type reaction was evaluated to realize the solvent effect by using pyrazolones to react with various of amides, including formamide, N-methylformamide, N-propylformamide, N-tert-butylformamide, N,N-dimethylformamide (DMF), N,N-diethylformamide (DEF), N,N-dipropylformamide (DPF), N,N-diisopropylformamide, N,N-dibutylformamide, piperidine-1-carbaldehyde, and pyrrolidine-1-carbaldehyde, in the presence of phosphorous oxychloride POCl 3 . The unexpected resulting products were observed in this work according to the difference chemoseletivities of substituted amides. The plausible reactive pathways were proposed to explain the experimental result.