One-Pot Preparation of α-Cyanovinyl Ethers (2-Alkoxy-2-alkenenitriles) from Vinyl Ethers: Elaboration to 3-Alkoxy-2-oxo-3-alkenenitriles and Aluminium Chloride-Catalyzed Cycloadditions to Cyclopentadiene

Article abstract of DOI:10.1055/s-1986-31697

A variety of α-cyanovinyl ethers have been prepared by 3 different routes and elaborated to 3-alkoxy-2-oxo-3-alkenenitriles.The latter, in the presence of cyclopentadiene and aluminium chloride, give novel bridged 7-membered cycloadducts with loss of hydrogen cyanide.