2844-09-9Relevant academic research and scientific papers
Additive-free radical cascade reaction of oxime esters: Synthesis of pyrroline-functionalized phenanthridines
Shao, Liming,Xue, Yijie,Xue, Dengqi,He, Qian,Ge, Qianwei,Li, Wei
, p. 12284 - 12293 (2020/11/10)
A variety of dihydropyrrole-functionalized phenanthridines were efficiently synthesized by the metal-free, radical cascade cyclization reaction of 2-isocyanobiphenyls with γ,δ- unsaturated oxime esters. The C-N/C-C/C-C bonds were formed via the oil bath method in a one-pot procedure with broad substrate applicability. The radical process was supported by kinetic isotope effect studies and radical inhibition studies.
Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines
Chen, Chen,Bao, Yinwei,Zhao, Jinghui,Zhu, Bolin
supporting information, p. 14697 - 14700 (2019/12/11)
A cascade radical cyclization was realized for the first silver-promoted imino-phosphorylation of γ,δ-unsaturated oxime esters, which provided a step-economical and redox-neutral route to access a variety of phosphorylated pyrrolines in good to excellent yields. Moreover, a new bulky trivalent phosphine ligand with a pyrroline motif was obtained through a deoxidation process.
Copper-catalyzed cyclization and azidation of γ,δ-unsaturated ketone O-benzoyl oximes
Su, Hailin,Li, Weifei,Xuan, Zhaoli,Yu, Wei
supporting information, p. 64 - 70 (2015/03/04)
An intramolecular imination/azidation sequence has been realized through the tetrakis(acetonitrile)copper(I) hexafluorophophate [Cu(CH3CN)4PF6]-catalyzed reaction of γ,δ-unsaturated ketone O-benzoyl oximes with trimethylsi
Copper-catalyzed 5-endo-trig cyclization of ketoxime carboxylates: A facile synthesis of 2-arylpyrroles
Du, Wei,Zhao, Mi-Na,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 7437 - 7439 (2014/07/07)
A novel and facile copper-catalyzed 5-endo-trig cyclization of ketoxime carboxylates for the synthesis of 2-arylpyrroles has been developed. The reaction tolerates a range of functional groups and is a practical procedure for rapid synthesis of 2-arylpyrroles in high yields under mild conditions. the Partner Organisations 2014.
Synthesis of cyclic peroxides by chemo- and regioselective peroxidation of dienes with Co(II)/O2/Et3SiH
Tokuyasu, Takahiro,Kunikawa, Shigeki,McCullough, Kevin J.,Masuyama, Araki,Nojima, Masatomo
, p. 251 - 260 (2007/10/03)
(Chemical Equation Presented). In the competitive peroxidation of mixtures of two alkenes with Co(II)/O2/Et3SiH, it was found that the relative reactivities of the alkene substrates are influenced by three major factors:. (1) relative stability of the intermediate carbon-centered radical formed by the reaction of the alkene with HCo(III) complex, (2) steric effects around the C=C double bond, and (3) electronic factors associated with the C=C double bond. Consistent with results from simple alkenes, the chemo-and regioselective peroxidation of dienes was also realized. Depending on the diene structure, the product included not only the expected acyclic unsaturated triethylsilyl peroxides but also 1,2-dioxolane and 1,2-dioxane derivatives via intramolecular cyclization of the unsaturated peroxy radical intermediates.
