83-54-5Relevant articles and documents
Evaluation of a simple and novel fluorescent anion sensor, 4-quinolone, and modification of the emission color by substitutions based on molecular orbital calculations
Hirano, Junzo,Hamase, Kenji,Zaitsu, Kiyoshi
, p. 10065 - 10071 (2006)
4-Quinolone (4-QO) was evaluated as a simple and novel fluorescent anion sensor, and the modification of its emission color was carried out. The series of 4-QO derivatives having molecular orbitals with different energy levels was designed by substitutions at the 6 and 7 positions based on the molecular orbital calculations. All derivatives showed drastic fluorescence enhancements in the presence of F- via the intramolecular charge transfer mechanism, and the successful modification of the emission color was achieved. The anion-induced emission colors of these derivatives as well as their binding affinities for F- could be predicted by ab initio quantum chemical calculations, indicating that the present calculations are useful in designing new anion sensors.
Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils
Beukeaw, Danupat,Noikham, Medena,Yotphan, Sirilata
supporting information, (2019/09/03)
A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I2/K2S2O8 system has been developed. Under the optimal conditions, the C–S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility.
Aerobic C–C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)32+
Ji, Xiaochen,Li, Dongdong,Wang, Zhongzhen,Tan, Muyun,Huang, Huawen,Deng, Guo-Jun
, p. 6652 - 6659 (2017/12/15)
Photoredox catalysis with Ru(bpy)32+ (2,2′-bipyridine) has been used to enable the activation of oxygen in the aerobic C–C cleavage/oxygenation reaction of indoles. A number of indole substrates that contain various functional groups were successfully employed in the reaction to give a wide range of ortho-aminobenzaldehyde derivatives. These products can then be used as versatile building blocks for further synthetic modifications. Mechanistic studies suggest that the reaction proceeds through a radical pathway.