Radical trifluoromethylation of Ti ate enolate: possible intervention of transformation of Ti(IV) to Ti(III) for radical termination

被引:41
作者
Itoh, Yoshimitsu [1 ]
Mikami, Koichi [1 ]
机构
[1] Tokyo Inst Technol, Dept Appl Chem, Grad Sch Sci & Engn, Meguro Ku, Tokyo 1528552, Japan
关键词
trifluoromethylation; Ti ate enolate; alpha-CF3; ketone; radical addition;
D O I
10.1016/j.jfluchem.2006.03.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The radical trifluoromethylation of ketone Ti ate enolates gave alpha-CF3 ketones in good yields. The use of excess amount of LDA and Ti((OPr)-Pr-i)(4) in the preparation of Ti ate enolates is the key to the efficient radical trifluoromethylation. Theoretical studies on the spin density of the Ti(IV) ate ketyl radical intermediate suggest the involvement of transformation from Ti(IV) ate ketyl radical intermediates to Ti(III) species in a radical termination step. (C) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:539 / 544
页数:6
相关论文
共 41 条
  • [41] YAGUPOLSKII LM, 1984, J ORG CHEM USSR, V20, P115