Synthesis of 1,4-Dihydropyridines under Solvent-free Conditions

Abstract

Ethyl acetoacetate and a range of aldehydes in the presence of ammonium acetate are converted into 1,4-dihydropyridines under mild and solvent-free conditions with good to excellent yields.

Key words

ethyl acetoacetate - 1,4-dihydropyridines - solvent-free conditions

References

• 1 Mauzeral D. Westheimer FH. J. Am. Chem. Soc.  1955,  77:  2261 
• 2 Kawase M. Shah A. Gaveriya H. Motohashi N. Sakagami H. Varga A. Molnar J. Bioorg. Med. Chem.  2002,  10:  1051 
• 3 Suarez M. Verdecia Y. Illescas B. Martinez-Alvarez R. Avarez A. Ochoa E. Seoane C. Kayali N. Martin N. Tetrahedron  2003,  59:  9179 
• 4 Zarghi A. Sadeghi H. Fassihi A. Faizi M. Shafiee A.
  Il Farmaco  2003,  58:  1077 
• 5 Sabitha G. Reddy GSKK. Reddy CS. Yadav JS. Tetrahedron Lett.  2003,  44:  4129 
• 6 Itoh T. Nagata K. Matsuya Y. Miyazaki M. Ohsawa A. J. Org. Chem.  1997,  62:  3582 
• 8 Loev B. Snader KM. J. Org. Chem.  1965,  30:  1914 

7

General: Chemicals were purchased from Fluka, Merck, Riedel-deHaen AG and Aldrich chemical companies. Yields refer to isolated products. All 1,4-dihydropyridines were characterized by comparison of their spectroscopic and physical data with authentic sampales synthesized by reported procedures. [8]