93729-29-4Relevant articles and documents
Effective C5-Arylation of Peptide-Integrated Oxazoles: Almazole D
Oberheide, Ansgar,Arndt, Hans-Dieter
supporting information, p. 1132 - 1136 (2020/12/22)
An efficient functionalization approach of oxazoles by using Pd-catalyzed cross-coupling reactions is reported. Oxazolone formation and subsequent sulfamoylation in situ are facilitated by employing N,N-diethylsulfamoyl imidazolium triflate. Cross-couplings provide both oxazole-arenes and oxazole-heteroarenes and were compatible with sensitive and epimerization-prone substrates, as exemplified by the total synthesis of the natural product almazole D. (Figure presented.).
Electrochemical Iodine-Mediated Oxidation of Enamino-Esters to 2H-Azirine-2-Carboxylates Supported by Design of Experiments
Babaoglu, Emre,Hilt, Gerhard
, p. 8879 - 8884 (2020/07/15)
An electrochemical iodine-mediated transformation of enamino-esters for the synthesis of 2H-azirine-2-carboxylates is presented. In addition, a thermic conversion of azirines to 4-carboxy-oxazoles in quantitative yield without purification was described.
A Gold-Catalyzed Acid-Assisted Regioselective Cyclization for the Synthesis of Polysubstituted Oxazoles
Wang, Qian,Hoffmann, Stephanie,Schie?l, Jasmin,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
, p. 2384 - 2388 (2020/03/19)
Polysubstituted oxazole derivatives are obtained through a regioselective gold-catalyzed reaction of α-alkynylamides and alkynoates in the presence of nitriles. The intermediary obtained gold carbenes are generated by alkyne oxidation with a pyridine N-oxide. Acidic conditions ensure that only one of the two carbonyl oxygen atoms in these intermediates selectively cyclizes to the products in excellent yields.