154374-85-3Relevant academic research and scientific papers
Intramolecular activation of imidate with cationic gold(I) catalyst: A new benzylation reaction of alcohols
Ban, Shintaro,Endo, Tomotake,Matsui, Rikako,Morita, Nobuyoshi,Hashimoto, Yoshimitsu,Tanaka, Kosaku,Tamura, Osamu
, (2020)
Benzylation of alcohols with benzyl (Z)-2,2,2-trifluoro-N-(2-alkynylphenyl)acetimidates 5a-f in the presence of a cationic gold(I) catalyst was investigated. Reagent 5f was the most effective, affording benzyl ethers in good yields. Our results indicate that these gold(I)-activated imidates are effective leaving groups.
Synthesis of fluorine-containing multisubstituted phenanthridines by rhodium-catalyzed alkyne [2+2+2] cycloaddition and tandem sp2 C-H difluoromethylenation
Li, Yajun,Zhu, Jiangtao,Zhang, Lisi,Wu, Yongming,Gong, Yuefa
, p. 8294 - 8299 (2013/07/27)
A highly efficient method for the synthesis of fluorine-containing multisubstituted phenanthridines through Rh-catalyzed alkyne [2+2+2] cycloaddition reactions has been developed. This method exhibits excellent functional-group compatibility. When a bromodifluoromethyl group, rather than a trifluoromethyl group, was employed in the cycloaddition reaction, more-complicated polycyclic compounds were obtained through tandem Rh-catalyzed cycloaddition/C-H difluoromethylenation. This route provides convenient access to fluorine-containing polycyclic compounds. [2+2+2] Little boys: Fluorine-containing multisubstituted phenanthridines have been synthesized through Rh-catalyzed alkyne [2+2+2] cycloaddition reactions (see scheme; FG=functional group). Polycyclic compounds were also obtained through Rh-catalyzed C-H difluoromethylenation. Copyright
A detailed study of the intramolecular hydroamination of N-(ortho-alkynyl)aryl-N′-substituted trifluoroacetamidines and bromodifluoroacetamidines
Zhu, Jiangtao,Xie, Haibo,Chen, Zixian,Li, Shan,Wu, Yongming
scheme or table, p. 516 - 523 (2012/01/15)
The intramolecular hydroamination of N-(ortho-alkynyl)aryl-N′- substituted trifluoroacetamidines and bromodifluoroacetamidines is studied in detail. When the substituents on the alkyne fragment are aryl and alkyl groups, 5-endo-dig cyclization occurs utilizing NaAuCl4·2H 2O as a catalyst, while 6-exo-dig cyclization proceeds in the presence of K2CO3 as a base. Interestingly, the indole derivatives are afforded with good regioselectivity via a 5-endo-dig pathway catalyzed by Cu(OAc)2 when ortho-ethynyl appears on the aryl substituent of the amidine. The electrophilic cyclization of the amidines also shows good regioselectivity under the I2/NaHCO3 system. At the end, a facile cascade synthesis of fluorinated quinazolones is described via hydroamination/ozonolysis from the corresponding amidine.
