30843-37-9Relevant academic research and scientific papers
Iron-Promoted Construction of Indoles via Intramolecular Oxidative C-N Coupling of 2-Alkenylanilines Using Persulfate
Li, Yudong,Li, Yuehui,Luo, Shuping,Wang, Menglan,Wu, Qing-An
, p. 3085 - 3090 (2019/08/07)
Indole scaffold synthesis relies primarily on oxidative C-H amination of N-protected alkenylanilines for C-N intramolecular cyclization reactions. Herein, for the first time, without N-protection, various readily prepared 2-alkenylanilines were transformed into the desired indole products in good yields by using K 2 S 2 O 8 as oxidant in the presence of catalytic amounts of FeF 2. The K 2 S 2 O 8 /FeF 2 system offers a direct and benign synthetic route to 3-arylindoles and it is applicable to a wide range of substituted indoles including drug intermediates.
Microwave-Assisted Rapid One-Pot Synthesis of Fused and Non-Fused Indoles and 5-[18F]Fluoroindoles from Phenylazocarboxylates
Krüll, Jasmin,Hubert, Anja,Nebel, Natascha,Prante, Olaf,Heinrich, Markus R.
supporting information, p. 16174 - 16178 (2017/10/30)
Substituted indoles can be prepared from phenylazocarboxylates through a rapid one-pot sequence featuring a microwave-assisted Fischer indole synthesis as a key step. Considering that the phenylazocarboxylates may beforehand be modified by mild nucleophilic aromatic substitution, including the introduction of [18F]fluoride, the overall strategy offers an attractive new access to 5-[18F]fluoroindoles.
Synthesis of indoles by intermolecular cyclization of unfunctionalized nitroarenes and alkynes, catalyzed by palladium-phenanthroline complexes
Ragaini, Fabio,Rapetti, Andrea,Visentin, Elena,Monzani, Michela,Caselli, Alessandro,Cenini, Sergio
, p. 3748 - 3753 (2007/10/03)
Palladium-phenanthroline complexes efficiently catalyze the reaction of nitroarenes with arylalkynes and CO to give 3-arylindoles by an ortho-C-H functionalization of the nitroarene ring. Both electron-withdrawing and electron-donating substituents are tolerated on the nitroarene, except for bromide and activated chloride. Nitroarenes bearing electron-withdrawing substituents react faster, but the selectivity of the reaction depends on both polar and radical stabilization effects. Among those tested, only arylalkynes afforded indoles under the investigated conditions. The reaction mechanism was partly investigated. The kinetics is first order in nitroarene concentration and the rate-determing step of the cycle is the initial nitroarene reduction. No primary isotope effect is observed on either rate or selectivity, implying that the cyclization step is fast.
Facile preparation of 2,3-disubstituted indole derivatives through low-valent titanium induced intramolecular reductive coupling reactions of acylamido-carbonyl compounds
Fan, Xuesen,Zhang, Xinying
, p. 696 - 697 (2007/10/03)
An efficient synthesis of 2,3-disubstituted indole derivatives through low-valent titanium induced reductive cyclisation of suitably substituted acylamido-carbonyl compounds is described.
SmI2 mediated synthesis of 2,3-disubstituted indole derivatives
Fan, Xuesen,Zhang, Yongmin
, p. 1917 - 1923 (2007/10/03)
A novel preparation of 2,3-disubstituted indole derivatives was achieved through SmI2 induced intramolecular reductive coupling reactions of acylamido carbonyl compounds.
