245322-79-6Relevant academic research and scientific papers
Nucleophilic substitution of benzotriazolylalkyl chlorides with Grignard reagents: A direct route to benzotriazoloalkyl(hetero)aromatic compounds
Katritzky, Alan R.,Abdel-Fattah, Ashraf A. A.,Tymoshenko, Dmytro O.,Belyakov, Sergei A.
, p. 1437 - 1440 (1999)
Benzotriazolylalkyl chlorides 5 react with (hetero)aromatic Grignard reagents generated from the corresponding halogen derivatives to afford benzotriazoloalkyl(hetero)aromatic compounds 8a-k and 10a-c in good yields.
Benzotriazole-Assisted Aromatic Ring Annulation: Efficient and General Syntheses of Polysubstituted Naphthalenes and Phenanthrenes
Katritzky, Alan R.,Zhang, Guifen,Xie, Linghong
, p. 721 - 725 (2007/10/03)
(Benzotriazol-1-ylmethyl)benzenes and -naphthalenes 1a-f, easily accessible from benzyl bromides and benzotriazole, readily undergo lithiation and subsequent 1,4-addition to α,β-unsaturated aldehydes and ketones. Intramolecular cyclization of the products, induced by acetic acid-hydrobromic acid or polyphosphoric acid (PPA), followed by simultaneous dehydration and debenzotriazolylation furnishes a wide range of polysubstituted naphthalenes 7a-f and of phenanthrenes 9 and 11 in moderate to good yields in one-pot procedures. If compounds 1 are first lithiated and reacted with electrophiles, the resulting alkylation products undergo similar annulation reactions with α,β-unsaturated carbonyl compounds to provide the more highly substituted naphthalenes 6a,b and phenanthrenes 10a,b in moderate overall yields.
