86012-87-5Relevant academic research and scientific papers
Diels-Alder Reactions of Vinyl Derivatives of Five-Membered Monoheterocyclic Compounds
Noland, Wayland E.,Lee, Chang Kiu,Bae, Sun Kun,Chung, Bong Yul,Hahn, Chi Sun,Kim, Keun Jae
, p. 2488 - 2491 (2007/10/02)
Vinylpyrroles having electron-withdrawing substituents react with dienophiles to give ? adducts while the furan and thiophene analogues do not.The difference in reactivity among the monoheterocycles can be explained in terms of the greater electron-releasing ability of the nitrogen atom in the pyrrole.The s-cis conformation of the (1H-pyrrol-2-yl)maleate derivatives appears to be an important factor in their undergoing the cycloaddition reaction.
