1968 年 88 巻 12 号 p. 1559-1565
The reaction of 2-thiophenecarboxaldehyde (IV) and 2-furylacetic acid gave cis-2-furyl-3-thienylacrylic acid (IIa) and trans-2-furyl-3-thienylacrylic acid (IIb). IIa produced cis-(Va) and trans-2-furyl-3-thienylacrylamide (Vb), but IIb only formed Vb. In a similar manner, the reaction of 5-nitro-2-thiophenecarboxaldehyde (VI) and 2-furylacetic acid gave two kinds, α-type (IIIa) and β-type (IIIb), of 2-furyl-3-(5-nitro-2-thienyl) acrylic acid (III). IIIa also produced cis-(VIIa) and trans-2-furyl-3-(5-nitro-2-thienyl)acrylamide (VIIb), but IIIb only gave VIIb. Stereoisomeric determination of these compounds was made from the results of ultraviolet and infrared spectra, and from the measurement of their dipole moments.