Richard Kreher1, Hubert Pawelczyk1
1Institut für Organische Chemie der Technischen Hochschule, Darmstadt,
Tóm tắt
Dehydrogenation of N-hydroxy-Δ3-pyrroline with mercuric oxide leads via the cyclic conjugated 2 H-pyrrolenine-N-oxide to the tautomeric N-hydroxy-pyrrole, which has pronounced reactivity towards dienophiles. With N-phenyl-maleic-imide the endoconfigurated Diels-Alder-adduct is formed, whose stability is increased by acylation of the N-hydroxy group. The O-acylated Diels-Alder adducts can be prepared independantly from N-acyloxy-pyrroles and the corresponding dienophile.
