Abstract
A new and convenient cyclization method for the synthesis of polysubstituted furans in a single-step via ammonium ylide routes was reported. In this process, dimethyl acetylenedicarboxylate reacted with ammonium ylide to produce polysubstituted furan in the presence of anhydrous K2 CO3 at room temperature. It is very economical, environmentally friendly and very easy to carry out.
Key words
substituted furans - ammonium ylide - cyclization
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8 Crystal data for 3a : CCDC 249973. C14 H12 O5 , mp: 68-70 °C; chemical formula weight: 260.24, monoclinic space group P2 (1)/c, a = 14.698 (2), b = 11.720 (1), c = 7.3105 (7) Å; α = 90.00°, β = 97.92 (9)°, γ = 90.00°, U = 1247.3 (2) Å3 . T = 290 (2) K, Z = 4, DC
3 , µ = 0.106 mm-1 , λ = 0.71073 Å, F(000) 544, Crystal size 0.52 × 0.48 × 0.48 mm3 , 2255 independent reflections [R(int) = 0.0122], Reflections collected 2690: Refinement method, full-matrix least-squares on F2 : Goodness-of-fit on F2 1.073: Final R indices [I > 2δ (I)] R 1 = 0.0383, wR 2 = 0.1038, R indices (all data) R 1 = 0.0524, wR 2 = 0.0138. Extinction coefficient 0.126 (7), Largest diff. peak and hole 0.173 Å-3 and -0.163e Å-3 .
