13594-78-0Relevant articles and documents
Zinc chloride homogeneous catalysis in the tritylation of hydroxyl- and amide-bearing molecules
Maltese, Maurizio,Vergari, Maria Cecilia,Donzello, Maria Pia
supporting information; experimental part, p. 483 - 487 (2011/03/18)
A tritylation protocol based on the transfer of the triphenylmethylcarbenium ion from trityl acetate to substrates having hydroxyls, in the presence of catalytic amounts of ZnCl2, is described. The advantages of this method are broad scope, mild conditions, and easy handling. The comparison with the procedure based on the use of equimolar mixture of TrCl and ZnCl2 in the presence of TEA shows that comparable results are obtained. However, only this method allows reactions of secondary or benzylic alcohols such as oxidation or formation of symmetric ethers to be suppressed. Both procedures are successfully extended to simple and substituted amides. Irrespective of its low solubility in acetonitrile, even asparagine can be directly tritylated on its amide group.
Isonitriles as source and fate of imidoyl radicals: A novel homolytic α-fragmentation
Nanni, Daniele,Pareschi, Patrizia,Tundo, Antonio
, p. 9337 - 9340 (2007/10/03)
Imidoyl radicals 4a-c react with phenylacetylene to give annulation products and nitrile 12, arising from β-scission of the intermediate iminyl radical that is involved in the rearrangement of azaspirocyclohexadienyl 8. In contrast, imidoyls 4d and 15 do not react with the alkyne and give good yields of the corresponding isonitriles through a novel example of homolytic α-fragmentation.
Catalytic and Efficient Cleavage of Allylic and Tertiary Benzylic Ethers and Esters with Ce(IV)
Iranpoor, Nasser,Mottaghinejad, Enayatolah
, p. 7299 - 7306 (2007/10/02)
The reaction of cerium(IV) as ceric ammonium nitrate (CAN) with a variety of allylic and tertiary benzylic ethers and esters has been examined in different alcohols and acetic acid under catalytic and mild conditions.Experiments have been conducted to elu
