321854-38-0Relevant articles and documents
Synthesis and structural analysis of (e)-2-(2'-nitrovinyl)indoles from the corresponding 2-formylindole derivatives
Rodriguez,Lafuente,Garcia-Almaraz
, p. 1281 - 1288 (2000)
Preparation of 2-formylindoles was carried out from the appropriate methylindole by oxidation with selenium dioxide and by Vilsmeier formylation. The 2-(2'-nitrovinyl)indoles have been obtained by condensation of 2-formylindoles with nitroalkanes in the presence of ammonium chloride in good yields. In this reaction, only the (E)-isomer of the 2-(2'-nitrovinyl)indoles was observed by 1H nmr and NOE experiments. Evidence for an extended conjugation through the double bond and the nitro group can be evaluate by the deshielding effect on the olefinic protons. Moreover, the non-Beer's law behaviour in the uv-visible spectra suggest the existence of some sort of complex for these compounds.
Synthesis of Quaternary 3,3-Disubstituted 2-Oxindoles from 2-Substituted Indole Using Selectfluor
Jiang, Xiaojian,Yang, Junjie,Zhang, Feng,Yu, Pei,Yi, Peng,Sun, Yewei,Wang, Yuqiang
supporting information, p. 3154 - 3157 (2016/07/13)
A facile method to construct quaternary 3,3-disubstituted 2-oxindole from 2-substituted indole without a catalyst in mild conditions is developed. A mechanistic study suggests that an iminium-intermediate-triggered 1,2-rearrangement is involved, and a tra
