95024-36-5Relevant academic research and scientific papers
[Fe(F20TPP)Cl]-catalyzed amination with arylamines and {[Fe(F20TPP)(NAr)](PhI=NAr)}+. Intermediate assessed by high-resolution ESI-MS and DFT calculations
Liu, Yungen,Chen, Guo-Qiang,Tse, Chun-Wai,Guan, Xianguo,Xu, Zheng-Jiang,Huang, Jie-Sheng,Che, Chi-Ming
supporting information, p. 100 - 105 (2015/02/19)
Amination of C-H bonds catalyzed by transition metal complexes via nitrene/imide insertion is an appealing strategy for C-N bond formation, and the use of iminoiodinanes, or their in situ generated forms from 'PhI-(OAc)2 + primary amides (such as sulfonamides, sulfamates, and carbamates)', as nitrogen sources for the amination reaction has been well documented. In this work, a 'metal catalyst + PhI(OAc)2 + primary arylamines' amination protocol has been developed using [Fe(F20TPP)Cl] (H2F20TPP = meso-tetrakis(pentafluorophenyl)porphyrin) as a catalyst. This catalytic method is applicable for both intra- and intermolecular amination of sp2 and sp3 C-H bonds (> 27 examples), affording the amination products, including natural products such as rutaecarpine, in moderate-to-good yields. ESI-MS analysis and DFT calculations lend support for the involvement of {[Fe(F20TPP)(NC6H4-p-NO2)](PhI=NC6H4-p-NO2)}+. intermediate in the catalysis.
Iron(iii) tetrakis(pentafluorophenyl)porpholactone catalyzes nitrogen atom transfer to CC and C-H bonds with organic azides
Liang, Lei,Lv, Hongbin,Yu, Yi,Wang, Peng,Zhang, Jun-Long
supporting information; experimental part, p. 1457 - 1460 (2012/03/22)
We have demonstrated that iron porpholactones could be effective catalysts for nitrogen atom transfer reactions such as aziridination of alkenes and amidation of alkanes using organic azides.
Efficient synthesis of 9-tosylaminofluorene derivatives by boron trifluoride etherate-catalyzed aza-friedel-crafts reaction of in situ generated N-tosylbenzaldimines
Yu, Xufen,Lu, Xiyan
supporting information; experimental part, p. 569 - 574 (2011/04/23)
An efficient and expeditious boron trifluoride etherate (BF 3·Et2O) catalyzed one-pot reaction for the synthesis of N-tosyl-9-aminofluorenes and anthracene derivatives from in situ generated N-tosylbenzaldimines via an aza-Friedal-Crafts reaction has been developed. The catalytic reaction shows high substrate tolerance with excellent yields.
[FeIII(F20-tpp)Cl] Is an effective catalyst for nitrene transfer reactions and animation of saturated hydrocarbons with sulfonyl and aryl azides as nitrogen source under thermal and microwave-assisted conditions
Liu, Yungen,Che, Chi-Ming
experimental part, p. 10494 - 10501 (2010/10/21)
[FeIII(F20-tpp)Cl] (F20tpp = meso- tetrakis(pentafluorophenyl)porphyrinato dianion) is an effective catalyst for imido/nitrene insertion reactions using sulfonyl and aryl azides as nitrogen source. Under thermal conditions, aziridination of aryl and alkyl alkenes (16 examples, 60-95% yields), sulfimidation of sulfides (11 examples, 76-96% yields), allylic amidation/amination of α-methylstyrenes (15 examples, 68-83% yields), and amination of saturated C-H bonds including that of cycloalkanes and adamantane (eight examples, 64-80% yields) can be accomplished by using 2 mol % [FeIII(F20- tpp)Cl] as catalyst. Under microwave irradiation conditions, the reaction time of aziridination (four examples), allylic amination (five examples), sulfimidation (two examples), and amination of saturated C-H bonds (three examples) can be reduced by up to 16fold (24-48 versus 1.5-6 h) without significantly affecting the product yield and substrate conversion.
