93729-29-4Relevant articles and documents
Chemodivergent Synthesis of Oxazoles and Oxime Ethers Initiated by Selective C-N/C-O Formation of Oximes and Diazo Esters
Qi, Zhenjie,Wang, Shaozhong
supporting information, p. 8549 - 8553 (2021/10/25)
Chemodivergent reactions of oximes and diazo esters involving Rh-catalyzed [3+2] annulation and photodriven O-H insertion have been developed to generate oxazoles and oxime ethers. A range of aldehyde and ketone oximes reacted with α-diazocarbonyl compounds in a controllable manner in which functional groups, including ketone, ester, amide, ether, thiol ether, silane, alkene, allene, and alkyne groups, were well tolerated.
NIS-TBHP promoted oxidative coupling of C–N and C–O bonds: A metal-free approach to polysubstituted oxazoles
Li, Fei,Liu, Xiaolan,Yang, Shengxiang,Yang, Yuzhu
supporting information, (2020/04/08)
A metal-free approach to polysubstituted oxazoles via the oxidative coupling of readily available benzylamines and 1,3-dicarbonyl derivatives in the presence of an external base has been developed. A variety of functional groups on both of the starting materials are tolerated using this method, affording the corresponding oxazoles in moderate to good yields. Iodination was proposed as the initiation step of the reaction and a plausible mechanism has been proposed to explain the reaction pathway.
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.
