A new approach to the synthesis of 1,2,3,5‐tetrasubstituted pyrroles

Synthesis of substituted pyrroles in the glaser reaction

“…For the first time an unusual behavior of 3-acetylhex-5-yn-2-one 1 in the Glaser reaction was established by us [10]. The oxidative dimerization reaction of this ␤-diketone 1 in water-ethanol solution of ammonium chloride, when cuprous chloride is used as a catalyst and oxygen as an oxidant at 50-60…”

Aluminum Chloride Promoted Cross‐Coupling of Trisubstituted Enol Phosphates with Organozinc Reagents En Route to the Stereoselective Synthesis of Tamoxifen and Its Analogues

“…Their typical applications include copper(I)‐catalysed methylation, the Kumada–Corriu reaction, and Suzuki and Negishi cross‐couplings . In addition to the above reports, transformations of trisubstituted enol phosphates, including elimination reactions, radical processes, and heterocycle synthesis have been reported . In a paper by Nakatsuji, the stereoselective synthesis of tetrasubstituted alkenes was carried out through the reaction of phosphates 4 or 5 with organozinc reagents under harsh reaction conditions (Scheme ).…”