134227-60-4Relevant academic research and scientific papers
Visible light bromide catalysis for oxazoline, pyrrolidine, and dihydrooxazine synthesesviaCsp3-H functionalizations
Kaur, Navdeep,Ziegelmeyer, Elizabeth C.,Farinde, Olutayo N.,Truong, Jonathon T.,Huynh, Michelle M.,Li, Wei
supporting information, p. 10387 - 10390 (2021/10/14)
A catalytic benzylic Csp3-H functionalization protocol is described here. This visible light-mediated process is centered on the utilization of a bromide catalyst and oxidant to generate a nitrogen (N)-centered radical for a site-selective hydrogen atom transfer (HAT) process. This strategy enabled the unconventional syntheses of a number of N-heterocycles dependent on the amide identity. We also discovered a nucleophilicity-dependent kinetic resolution for stereochemical differentiation of Csp3-H bonds that enabled the stereoselective synthesis ofcis- andtrans-oxazolines.
RuV-Acylimido Intermediate in [RuIV(Por)Cl2]-Catalyzed C–N Bond Formation: Spectroscopic Characterization, Reactivity, and Catalytic Reactions
Che, Chi-Ming,Hong, Dan-Yan,Huang, Jie-Sheng,Law, Siu-Man,Liu, Yungen,Lo, Vanessa Kar-Yan,Toy, Patrick H.,Wu, Liangliang
supporting information, p. 18619 - 18629 (2021/06/09)
Metal-catalyzed C?N bond formation reactions via acylnitrene transfer have recently attracted much attention, but direct detection of the proposed acylnitrenoid/acylimido M(NCOR) (R=aryl or alkyl) species in these reactions poses a formidable challenge. H
Use of Hypervalent Iodine in the Synthesis of Isomeric Dihydrooxazoles
Carlucci, Claudia,Tota, Arianna,Colella, Marco,Ronamazzi, Giuseppe,Clarkson, Guy J.,Luisi, Renzo,Degennaro, Leonardo
, p. 428 - 436 (2018/06/11)
[Figure not available: see fulltext.] A convenient synthesis of 2- and/or 3-oxazolines has been developed depending on the structure and stereochemistry of the starting amino alcohol. PhI(OAc)2 acted as oxidant on the intermediate imine, as sup
Synthesis of 2,5-disubstituted oxazoles and oxazolines catalyzed by ruthenium(II) porphyrin and simple copper salts
Zhong, Chuan Long,Tang, Bo Yang,Yin, Ping,Chen, Yue,He, Ling
experimental part, p. 4271 - 4277 (2012/06/18)
A novel and moderate synthesis of 2,5-disubstituted oxazoles and oxazolines involving ruthenium(II) porphyrin-copper chloride catalyzed cyclization was developed. These reactions using readily available benzene carboxylic acids and phenylethenes or phenylacetylenes are performed under mild conditions. The reactions proceed in series, giving rise to the formation of an intermolecular C-N bond and an intramolecular C-O bond, which yield oxazole or oxazoline derivatives simultaneously.
