1,3-Dipolar character of six-membered aromatic rings. Part 43. Cycloadditions leading to tricyclic adducts

Alan R. Katritzky, N. DENNIS, Gebran J. Sabongi, Lemi Türker

Journal of the Chemical Society Perkin Transactions 1 · 1979 · 11 citations · 0 references

Concepts

Abstract

Allyl alcohol reacts with 1-heteroaryl-3-oxidopyridiniums to give a tricyclic product (10) in which the OH group has added to the αβ-unsaturated ketone. Analogous products are obtained from N-allylbenzenesulphonamide, acrylic acid, and 2-vinylpyridine. Further transformations of the primary adducts are described.