1863-21-4Relevant articles and documents
Synthesis of 7-pentafluorophenyl-1 H -indole: An anion receptor for anion-π interactions
Sun, Zhan-Hu,Albrecht, Markus,Giese, Michael,Pan, Fangfang,Rissanen, Kari
, p. 2075 - 2077 (2014)
7-Pentafluorophenyl-1H-indole has the potential to be a key compound for the investigation of anion-π interactions in solution. Unfortunately, it was not possible to obtain it by aryl-aryl coupling reaction. Finally, it has been prepared by Bartoli indole synthesis. The key compound as well as analogues were submitted to preliminary studies of anion binding. Single crystals of two key receptors were obtained. Georg Thieme Verlag Stuttgart New York.
Intermolecular Nucleophilic Addition Reaction of a C-7 Anion from N -[Bis(dimethylamino)phosphoryl]indole to Electrophiles/Arynes: Synthesis of 7-Substituted Indoles
Kaur, Amarjit,Kaur, Babaldeep,Kaur, Manjot,Sharma, Esha,Singh, Kamal Nain,Singh, Paramjit
, p. 84 - 87 (2022/01/04)
A novel approach to the C-7 substitution of N-[bis(dimethylamino)phosphoryl]indole by nucleophilic addition of the corresponding C-7 carbanion to electrophiles or arynes is described. The directing group can be easily removed, providing a simple route to the synthesis of 7-functionalized indoles.
Preparation method of 7-phenylindole compound
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Paragraph 0028; 0043-0048, (2020/11/01)
The invention discloses a preparation method of a 7-phenylindole compound. Indole is used as a starting raw material, under the condition that n-butyllithium is used as an alkali, a di-tert-butylphosphine guide group is introduced to the C1 site of an indole ring, a steric effect and a coordination effect are utilized to activate a carbon-hydrogen bond at the C7 site of the indole ring, and palladium acetate is adopted to catalyze an organic tin reagent to perform a carbon-carbon bond coupling reaction, so that arylation of the C7 site of the indole ring is realized; and by taking tetrabutylammonium fluoride as an alkaline condition, removing of the di-tert-butylphosphine guide group is carried out to obtain the 7-phenylindole compound. According to the method, halogenation does not need to be conducted at the C7 position of the indole ring in advance, the optimized reaction condition is mild, the substrate universality is good, the reaction yield is high, and the method is a new method for synthesizing the 7-phenylindole compound.