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.

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

References

<A NAME="RD28503ST-1">1</A> Mauzeral D. Westheimer FH. J. Am. Chem. Soc.  1955,  77:  2261 

<A NAME="RD28503ST-2">2</A> Kawase M. Shah A. Gaveriya H. Motohashi N. Sakagami H. Varga A. Molnar J. Bioorg. Med. Chem.  2002,  10:  1051 

<A NAME="RD28503ST-3">3</A> Suarez M. Verdecia Y. Illescas B. Martinez-Alvarez R. Avarez A. Ochoa E. Seoane C. Kayali N. Martin N. Tetrahedron  2003,  59:  9179 

<A NAME="RD28503ST-4">4</A> Zarghi A. Sadeghi H. Fassihi A. Faizi M. Shafiee A.
Il Farmaco  2003,  58:  1077 

<A NAME="RD28503ST-5">5</A> Sabitha G. Reddy GSKK. Reddy CS. Yadav JS. Tetrahedron Lett.  2003,  44:  4129 

<A NAME="RD28503ST-6">6</A> Itoh T. Nagata K. Matsuya Y. Miyazaki M. Ohsawa A. J. Org. Chem.  1997,  62:  3582 

<A NAME="RD28503ST-7">7</A>

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]

<A NAME="RD28503ST-8">8</A> Loev B. Snader KM. J. Org. Chem.  1965,  30:  1914