H. Matsunaga, Miki Sonoda, Y. Tomioka
Jan 25, 1986
Citations
0
Influential Citations
10
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
The reactions of 2-amino-3-cyano-4, 5-dihydrothiophene (Ia) and 2-amino-3-cyano-5-methyl-(or 4-phenyl)-4, 5-dihydrothiophene (Ib or Ic) with dimethyl acetylenedicarboxylate (DMAD) or methyl propiolate in dimethyl sulfoxide (DMSO) or hexamethylphosphoric triamide gave the corresponding dimethyl(or methyl) 2-amino-5-cyano-6, 7-dihydrothiepin-3, 4-dicarboxylate(or 3-carboxylate) (IIa-c or IVa-c). Compounds Ia-c reacted with DMAD in refluxing xylene to give the corresponding dimethyl α-(3-cyano-4, 5-dihydro-2-thienylamino)fumarates (IIIa-c).