163615-17-6Relevant articles and documents
Radical trifluoromethylation of ketone silyl enol ethers by activation with dialkylzinc
Mikami, Koichi,Tomita, Yuichi,Ichikawa, Yoshiyuki,Amikura, Kazutoshi,Itoh, Yoshimitsu
, p. 4671 - 4673 (2006)
(Chemical Equation Presented) The radical trifluoromethylation of ketone silyl enol ethers gave α-CF3 ketones in good yields with wide scope of the ketonic substrates including acyclic ketones and cyclopentanone. The use of dialkylzinc to activ
Dialkylzinc-aceelerated α-trifluoromethylation of carbonyl compounds catalyzed by late-transition-metal complexes
Tomita, Yuichi,Itoh, Yoshimitsu,Mikami, Koichi
, p. 1080 - 1081 (2008)
Trifiuoromethylation of ketone silyl enol ethers is found to be significantly accelerated by late-transition-metal catalysts and dialkylzincs to give α-trifluoromethyl ketones in good yields. Addition of dialkylzinc is the key to the high yielding α-trifl
Mechanistic studies on α-trifluoromethylation of ketones via silyl enol ethers and its application to other carbonyl compounds
Sato, Kazuyuki,Yuki, Takashi,Yamaguchi, Ryoji,Hamano, Tetsuya,Tarui, Atsushi,Omote, Masaaki,Kumadaki, Itsumaro,Ando, Akira
supporting information; experimental part, p. 3815 - 3819 (2009/10/01)
(Chemical Equation Presented) Synthesis of α-CF3 carbonyl compounds has been recognized to be difficult up to now because the polarization of CF3δ--Iδ+ is opposite to that of CH3δ+-Iδ-, and this makes it difficult to introduce CF3+ unit to enolates. We recently reported an effective R-trifluoromethylation of ketones by using Et 2Zn with Rh catalyst, but the mechanism has not fully been cleared. Now, we carried out the detailed mechanistic studies and found the involvement of a highly reactive alkylrhodium complex which derived from Et2Zn and RhCl(PPh3)3 in this α-trifluoromethylation. Furthermore, this α-trifluoromethylation was applied to other types of carbonyl compounds in good yields.
Radical trifluoromethylation of ketone Li enolates
Itoh, Yoshimitsu,Mikami, Koichi
, p. 7199 - 7203 (2007/10/03)
It has generally been believed that highly basic Li enolates cannot be applied as substrates for radical trifluoromethylation due to defluorination of the α-CF3 product. However, Li enolates can be in fact employed for radical trifluoromethylat