161466-19-9Relevant academic research and scientific papers
Synthetic approaches to natural antioxidant benzastatin E, F and G analogues
Le, Thanh Nguyen,Yang, Su Hui,Khadka, Daulat Bikram,Cho, Suk Hee,Zhao, Chao,Cho, Won-Jea
experimental part, p. 4309 - 4315 (2012/03/26)
For synthesis of benzastatin E, F and G analogues, the indole-2- carbaldehydes with or without substituents at C-5 position were prepared as key intermediates. Several synthetic attempts to achieve benzastatin E-G analogues were suggested using the indole-2-carbaldehyde intermediates.
Preparation of 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones via oxidation of 2-substituted indoles and Mannich-type reaction
Higuchi, Kazuhiro,Sato, Yukihiro,Kojima, Shigeru,Tsuchimochi, Mei,Sugiura, Kenta,Hatori, Masatoshi,Kawasaki, Tomomi
experimental part, p. 1236 - 1243 (2010/03/30)
A novel preparative method for 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones through the oxidation of 2-arylindoles followed by a Mannich-type reaction with carbon nucleophiles is described.
Synthetic studies on indoles and related compounds. XXVI. The debenzylation of protected indole nitrogen with aluminum chloride. (2)
Watanabe,Kobayashi,Nishiura,Takahashi,Usui,Kamiyama,Mochizuki,Noritake,Yokoyama,Murakami
, p. 1152 - 1156 (2007/10/02)
A new debenzylation method using aluminum chloride in benzene or anisole, which had been developed by us for N-benzyl-2-acyl- and -2-ethoxycarbonylindoles, was applied to benzyl derivatives of other types of indoles and related compounds. Among them, N-benzyl derivatives of fully aromatized indoles, carbazoles and β-carbolines, and some benzamides were debenzylated successfully, whereas those of oxindoles and heterocyclic amides were not. As to the effect of a p-substituent on the benzyl group, it was found that an electron-donating substituent accelerates deprotection, whereas an electron-attracting substituent delays or prevents deprotection.
