138535-92-9Relevant academic research and scientific papers
The synthesis of N-benzoyl aziridines from β-benzamidoalkyl phenyl selenides
Ward, Virginia R.,Cooper, Matthew A.,Ward, A. David
, p. 195 - 201 (2001)
β-Benzamidoalkyl phenyl selenides can be oxidised, using mCPBA, to the corresponding selenones which can be cyclised to oxazolines or aziridines depending on the reaction conditions. In neutral or weakly basic conditions the oxazoline is the major product
Radical-mediated intramolecular β-C(sp3)-H amidation of alkylimidates: Facile synthesis of 1,2-amino alcohols
Mou, Xue-Qing,Chen, Xiang-Yu,Chen, Gong,He, Gang
supporting information, p. 515 - 518 (2018/01/19)
A new radical-mediated intramolecular β-C(sp3)-H amidation reaction of O-alkyl trichloro- or arylimidates is reported. Various oxazolines were efficiently prepared from easily accessible alcohol starting materials. The trichloro-oxazoline products can be hydrolyzed under mild conditions to give valuable 1,2-amino alcohols. This amidation reaction exhibits a broad substrate scope and good functional group tolerance, and offers a powerful means for the C(sp3)-H functionalization of alcohols. Mechanistic studies suggest that a sequence of 1,5-HAT of an imidate radical, iodination and cyclization might be operative.
Synthesis of N-acylaziridines from β-amido selenides
Ward,Cooper,Ward
, p. 944 - 945 (2007/10/03)
The low temperature oxidation of β-amido selenides with MCPBA affords the corresponding β-amido selenones. In situ treatment of the selenones with KOtBu gives N-acylaziridines in good to excellent yield.
Selective synthesis of heterocyclic compounds through the intramolecular substitution of phenylselenonyl group by nitrogen or carbonyl oxygen in amides
Toshimitsu,Hirosawa,Tanimoto,Uemura
, p. 4017 - 4020 (2007/10/02)
Nitrogen heterocycles were produced by the oxidation of N-[ω-(phenylseleno)alkyl]-p-toluenesulfonamides through the intramolecular substitution of the resultant phenylselenonyl group by the nitrogen atom. By the oxidation of the corresponding benzamides,
