An Efficient Synthesis of Fused Polycyclic Indole Derivatives via Aldol-Hetero Diels-Alder Reaction of α,β-Unsaturated Thio-oxindoles with Various Dienophiles
F. Matloubi Moghaddam*, S. Taheri, L. Hojabri, P. Pirani and S. Maktabian
Laboratory of Organic Synthesis & Natural Products, Department of Chemistry, Sharif University of Technology, P. O. Box 11155-9516, Tehran, Iran
An efficient and one-pot synthesis of thiopyrano[2,3-b]indole derivatives via Hetero Diels-Alder reaction of α,β-Unsaturated thio-oxindoles with electron poor acetylenes and Cyclic Dienophiles is described. In the proposed method the reaction is performed under neutral and one-pot reaction conditions, and also the substances can be mixed without any activation or modification and without using any catalysts.
Keywords: Hetero-Diels-Alder reaction, Aldol reaction, Thiooxindoles, Dialkylacetylenicdiesters