1610885-89-6Relevant academic research and scientific papers
Selective PdII-Catalyzed Acylation of Pyrrole with Aldehydes. Application to the Synthesis of Celastramycin Analogues and Tolmetin
Santiago, Carlos,Rubio, Ibon,Sotomayor, Nuria,Lete, Esther
supporting information, p. 4284 - 4295 (2020/05/25)
The PdII-catalyzed C-2 acylation of pyrrole with aldehydes in the presence of TBHP as oxidant has been studied for the synthesis of di(hetero)aryl ketones. The use of 2-pyrimidine as directing group leads to 2-acylpyrroles in moderate to good yields, although 2,5-diacylpyrroles are obtained as by products. This side-reaction could be avoided using 3-methy-2-pyridine as directing group, obtaining selectively 2-acylpyrroles. The reaction has been extended to a series of aromatic and heteroaromatic aldehydes, obtaining the best results with electron rich aromatic aldehydes. The methodology has been applied in the synthesis of pyrrolomycin alkaloid Celastramycin analogues and for an improved synthesis of Tolmetin, a nonsteroidal anti-inflammatory drug.
Regioselective ruthenium-catalyzed carbonylative direct arylation of five-membered and condensed heterocycles
Pospech, Jola,Tlili, Anis,Spannenberg, Anke,Neumann, Helfried,Beller, Matthias
supporting information, p. 3135 - 3141 (2014/03/21)
A ruthenium-catalyzed carbonylative Ci￡H bond arylation process for the three-component synthesis of complex aryl-(hetero)aryl ketones in an aqueous solution has been developed. By exploiting the ortho-activating effect of nitrogen-containing directing groups, a regioselective, successive twofold C(sp2)i￡C(sp2) bond formation has been achieved. This straightforward catalytic process provides access to versatile products prevalent in multiple bioactive compounds and supplies a valuable functional group for subsequent transformations. Ci￡ H bond functionalization: A ruthenium-catalyzed carbonylative Ci￡H bond arylation process for the three-component synthesis of complex aryl-(hetero)aryl ketones in an aqueous solution has been developed (see scheme). By exploiting the ortho-activating effect of nitrogen-containing directing groups, a regioselective, successive twofold C(sp2) i￡C(sp2) bond formation has been achieved.
