THE REACTION OF CARBON-DISULFIDE WITH DIETHYL 3-AMINO-2-CYANO-2-PENTEN-1,5-DICARBOXYLATE - A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED THIOPHENES AND THEIR FUSED DERIVATIVES
Sm. Sherif et al., THE REACTION OF CARBON-DISULFIDE WITH DIETHYL 3-AMINO-2-CYANO-2-PENTEN-1,5-DICARBOXYLATE - A CONVENIENT SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED THIOPHENES AND THEIR FUSED DERIVATIVES, Monatshefte fuer Chemie, 126(5), 1995, pp. 601-608
Carbon disulfide added to the active methylene group in 1 in basic DMF
at room temperature to yield the non-isolable 1:1 adduct 2. In-situ c
yclization of the latter with some alpha-bromo compounds afforded the
corresponding polyfunctionally substituted thiophenes 5. The reactivit
y of 5 towards a variety of reagents was studied. Chemical and spectro
scopic evidences for the structure of the new compounds are provided.