71878-80-3Relevant academic research and scientific papers
A general synthesis of 1-(1-alkenyl)benzotriazoles
Pleynet, David P.M.,Dutton, Jonathan K.,Johnson, Peter A.
, p. 11903 - 11926 (2007/10/03)
1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl)benzotriazoles are metallated at the α-carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good yields.
(Benzotriazol-1-yl)methoxymethyl anion: A novel methylal anion equivalent
Katritzky,Yang,Cundy
, p. 3061 - 3071 (2007/10/02)
The title anion readily reacts with a variety of electrophiles to give adducts which, upon treatment with methanol in the presence of p-toluenesulfonic acid, afford the corresponding α-functionalized dimethyl acetals.
Reactions of 1-(α-Alkoxyalkyl)- and 1-(α-(Aryloxy)alkyl)benzotriazoles with the Grignard Reagents. A New and Versatile Method for the Preparation of Ethers
Katritzky, Alan R.,Rachwal, Stanislaw,Rachwal, Bogumila
, p. 6022 - 6029 (2007/10/02)
1-(α-Alkoxyalkyl)benzotriazoles deriving from aldehydes (other than formaldehyde), or from ketones, react with Grignard reagents at 110 deg C to provide a high-yielding, general synthesis of dialkyl and aryl ethers.Under similar conditions, 1-(alkoxymethyl)- and 1-((aryloxy)methyl)benzotriazoles give, by a different cleavage pattern of the N-C-O grouping, 1-alkylbenzotriazoles and N,N'-dialkyl-o-phenylenediamines.The 1-(α-alkoxyalkyl)benzotriazoles are easily prepared: (a) by condensation of benzotriazole, an aldehyde, and an alcohol under water-removing conditions; (b) by condensation of a 1-(α-chloroalkyl)benzotriazole with a sodium or potassium alkoxide or aryloxide; and (c) by condensatioon of an acetal or a ketal with benzotriazole.All the 1-(α-alkoxyalkyl)benzotriazoles and dialkyl or alkyl aryl ethers obtained were fully characterized by their 1H and 13C NMR spectra.
The Chemistry of N-Substituted Benzotriazoles. Part 2. Reactions of Benzotriazole with Aldehydes and Aldehyde Derivatives. 1-(α-Hydroxyalky)-, 1-(α-Alkoxyalkyl)-, and 1-(α-Acyloxyalkyl)benzotriazoles
Katritzky, Alan R.,Rachwal, Stanislaw,Rachwal, Bogumila
, p. 791 - 798 (2007/10/02)
Benzotriazole reacts readily with a variety of aldehydes to yield crystalline 1:1 adducts characterized by strong hydrogen bonding.Corresponding 1-(α-alkoxyalkyl)benzotriazoles are formed in the presence of alcohols, and 1-(α-acetoxyalkyl) analogues resul
