A novel one-pot pyrrole synthesis via a coupling-isomerization-Stetter-Paal-Knorr sequence.
[reaction: see text]. 1,2,3,5-tetrasubstituted pyrroles can be synthesized in good yields in a one-pot, three-step, four-component process by a coupling-isomerization-Stetter reaction-Paal-Knorr sequence of an electron-poor (hetero)aryl halide, a terminal propargyl alcohol, an aldehyde, and a primary amine. The structures of the 1,4-diketone 4f and the pyrrole 6b were additionally supported by X-ray structure analyses.
Braun
R U
RU
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13 (Haus F), D-81377 München, Germany.
Zeitler
K
K
Müller
T J
TJ
D020650:Combinatorial Chemistry Techniques; D018360:Crystallography, X-Ray; D007536:Isomerism; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*
D011758:Pyrroles