HBr作用下，二腈关环合成溴取代的五元，六元或七元环杂环的反应。合成吡啶。

【Johnson F, J Org Chem., 1962, 27, 2241, 2473, 3953】

反应机理

【Johnson F, J Org Chem., 1964, 29, 153】

反应操作

2-Amino-6-bromopyridine (2). Dinitrile 1 (12.5 g, 27 mmol), was added dropwise to HBr in AcOH (30 g of 30%) within 5 min with cooling and stirring. The yellow ppt after filtration and washing (NaHCO3) was extracted with Et2O and recrystallized from Et2O-PE to give 2.7 g of 2 (60%), mp 88–89 摄氏度.

【Johnson F, J Org Chem., 1962, 27, 2241, 2473, 3953】

相关文献

1 Kaiser AM U S patent 1953 2,630,433; 2,658,893

2 Middleton WJ J Am Chem Soc 1958 80 2822,2832

3 Johnson F J Org Chem 1962 27 2241, 2473, 3953

4 Johnson F J Org Chem 1964 29 153

5 Ismail M J Serb Chem Soc 2006 71 721

6 Volcho KP Russ J Org Chem 2007 43 511

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 249-250.