63548-92-5Relevant academic research and scientific papers
Reductive esterification of aromatic aldehydes using Zn/Ac 2O/imidazole or Zn/Yb(OTf)3/(RCO)2O system
Hirao, Toshikazu,Santhitikul, Sirida,Takeuchi, Hiroki,Ogawa, Akiya,Sakurai, Hidehiro
, p. 10147 - 10152 (2007/10/03)
Benzaldehydes are reduced by metallic zinc in the presence of Ac 2O and imidazole, giving the corresponding benzyl acetates in good yields. Reductive esterification of aromatic aldehydes is also carried out via gem-diacetoxy compounds. Carbonyl compounds are readily converted to the gem-diacyloxy compounds in excellent yields on treatment with 2molar amounts of acid anhydride and 10mol% of Yb(OTf)3 in MeCN at room temperature. Thus-formed diacyloxy compounds derived from aromatic aldehydes are reduced in situ by metallic zinc to afford the corresponding esters.
Use of Tellurium(IV) and Tellurium(VI) as Oxidants in Organic Synthesis
Bergman, Jan,Engman, Lars
, p. 5191 - 5196 (2007/10/02)
The oxidizing properties of TeO2, Te(OH)6, and TeO3 in acetic acid solution containing LiBr have been explored.It was found that certain aromatic compounds were acetoxymethylated by the action of TeO2 or, when especially activated, converted into diarylmethane derivatives.Te(OH)6 and TeO3, in contrast, mainly effected side-chain acetoxylation, as was also the case with SeO2.In the acetoxymethylation reaction TeO2 apparently slowly oxidized the solvent, HOAc, to a reactive species of some kind, e.g., acetoxycarbene, which attacked the aromatic compound.In the side-chain acetoxylations, Te(VI) oxidized bromide ions to Br2, which caused benzylic bromination.The solvolysis of benzylic bromides to acetates was significantly enhanced by the presence of Te(IV) species.Both TeO2 and TeO3 effected more conventional oxidations like the transformation of deoxybenzil to benzil.Benzoin acetate is a probable intermediate in this oxidation.
A NOVEL CLEAVAGE WITH NITRIC ACID OF POLYMETHYLATED DIBENZYL SELENIDES AND SELENOXIDES
Suzuki, Hitomi,Ohnishi, Kazumasa
, p. 111 - 112 (2007/10/02)
When treated with nitric acid at low temperature, the title selenides and selenoxides undergo a novel cleavage reaction to give the corresponding benzyl nitrates and elemental selenium.
