1922-81-2Relevant academic research and scientific papers
A novel one-pot synthesis of 3,3-diaryloxindoles
Huq,Naresh Raj
experimental part, p. 1567 - 1570 (2012/04/23)
Treatment of N-substituted isatins with various Grignard reagents gave 3,3-diaryloxindoles in good yield. The formation of 3,3-diaryloxindoles involves an unstable diol intermediate which undergoes rearrangement in the presence of an acid generated in sit
α-arylation of 3-aryloxindoles
Mai, Cheng-Kang,Sammons, Matthew F.,Sammakia, Tarek
supporting information; experimental part, p. 2306 - 2309 (2010/08/04)
A versatile method for the synthesis of 3,3-diaryloxindoles via Pd-catalyzed α-arylations or an SNAr reaction is described. The reaction proceeds using mild base, is tolerant of a variety of functional groups, and is capable of preparing hinder
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.
