Chloranil, and the parent benzoquinone, are relatively mild oxidants (dehydrogenation reagents).
A palladium-catalyzed intramolecular amination of alkenes with tosyl-protected amines was achieved under mild reaction conditions in the presence of chloranil to provide versatile dihydropyrrole derivatives with retention of olefin functionalization in good yields.
B. Jiang, F.-F. Meng, Q.-J. Liang, Y.-H. Xu, T.-P. Loh, Org. Lett., 2017, 19, 914-917.