An unusual reaction of benzalaminoacetals in trifluoroacetic acid: facile synthesis of 2-benzylpyrazines

J Org Chem. 2008 Feb 1;73(3):1176-9. doi: 10.1021/jo702448a. Epub 2008 Jan 10.

Abstract

Benzalaminoacetals (1), upon refluxing with trifluoroacetic acid, lead to 2-benzylpyrazines, rather than the expected isoquinolines. This unusual reaction represents another useful way to prepare a variety of 2-benzylpyrazines from the corresponding benzaldehydes.

MeSH terms

  • Acetals / chemistry*
  • Benzene / chemistry*
  • Molecular Structure
  • Pyrazines / chemical synthesis*
  • Pyrazines / chemistry
  • Trifluoroacetic Acid / chemistry*

Substances

  • Acetals
  • Pyrazines
  • Trifluoroacetic Acid
  • Benzene