1158201-42-3Relevant articles and documents
Radical-Mediated Dearomatization of Indoles with Sulfinate Reagents for the Synthesis of Fluorinated Spirocyclic Indolines
Ryzhakov, Dmytro,Jarret, Maxime,Guillot, Régis,Kouklovsky, Cyrille,Vincent, Guillaume
, p. 6336 - 6339 (2017)
The dearomative introduction of trifluoromethyl and 1,1-difluoroethyl radicals, generated from their corresponding sulfinate salts, into the C2 position of indole derivatives allows the diastereoselective synthesis of three-dimensional 3,3-spirocyclic indolines over C-H functionalized indoles.
A facile approach to spirocyclic 2-azido indolines via azidation of indoles with ceric ammonium nitrate
Li, Jing,Liu, Mao,Li, Qi,Tian, Hua,Shi, Yian
, p. 9769 - 9772 (2014)
This paper describes azidation of indoles with NaN3 and ceric ammonium nitrate (CAN), giving a variety of spirocyclic 2-azido indolines in good yields and moderate diastereoselectivities.
Preparation method of spiro-2-azidoindoline
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Paragraph 0055, (2016/10/10)
The invention provides a preparation method of a compound represented by the formula (III) or formula (IV). According to the preparation method, in an inert atmosphere, indoles represented by the formula (I) or (II), a precursor that can provide azido groups, and ceric ammonium nitrate carry out reactions to obtain the spiro-2-azidoindoline. In the formula (I), (II), (III), and (IV), the R1 represents at least one of hydrogen, a C1-C5 alkyl group, a C1-C5 alkyloxy group, F, Br and Cl; the X represents O or TsN, TsN represents p-toluenesulfonyl; and the R2 represents a C1-C5 alkyl group. The precursor is sodium azide or trimethylsilyl azide. The mole ratio of indoles represented by the formula (I) or (II) to precursor to ceric ammonium nitrate is 1:(1-3):(2-6). According to the preparation method, azide is introduced into an organic molecule through a simple method, namely, indoles with different structures are tank as the raw materials, and under the effects of a precursor that can provide azido groups and ceric ammonium nitrate, spiro-2-azidoindoline is successfully prepared. The provided method has the advantages of easily prepared raw materials, mild reaction conditions, and convenient operation, and the yield can reach 94%.