72417-82-4Relevant articles and documents
A Radical Pathway for Direct Substitution of Benzyl Alcohols with Water-Soluble Copper Catalyst in Water
Hikawa, Hidemasa,Mori, Yuki,Kikkawa, Shoko,Azumaya, Isao
supporting information, p. 765 - 773 (2016/03/09)
We have developed a novel strategy for the direct substitution of benzyl alcohols with anthranilic acids using water-soluble copper catalysts through a radical pathway in water, which offers efficient and environmentally friendly N-, S-, and C-benzylations under neutral conditions. Radical scavengers strongly inhibited the benzylation. Radical clock experiments using α-cyclopropylbenzyl alcohol were conducted to observe the rapid isomerization of the cyclopropylmethyl radical to the allylmethyl radical. Hammett plots could be fitted to a two-parameter Hammett relationship containing both radical and polar contributions [log (kX/kH)=-1.24 σ.-0.38 σ, R2=0.99]. The relative parameter ρ./ρ of 3.3 suggested that these reactions involved a strong radical character with minor polar influence at the transition state.
Synthesis, antibacterial and analgesic activities of benzhydryl derivatives of hydroxy- and amino-benzoic acids
Takemura,Terauchi,Miki,Nakano,Inamori,Miyazeki,Nishimura
, p. 779 - 781 (2007/10/14)
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