1415116-99-2Relevant academic research and scientific papers
Photochemical Synthesis of 4 H -Thieno[3,2- c ]chromene and Their Optical Properties
Ulyankin, Evgeny B.,Bogza, Yulia P.,Kostyuchenko, Anastasia S.,Chernenko, Sergey A.,Samsonenko, Anna L.,Shatsauskas, Anton L.,Yurpalov, Vyacheslav L.,Fisyuk, Alexander S.
supporting information, p. 790 - 794 (2021/03/18)
4-{[(2-Iodoaryl)oxy]methyl}thiophene-2-carbaldehydes and 5-iodo-4-(aryloxymethyl)thiophene-2-carbaldehydes were obtained by the reaction of phenols with 4-(chloromethyl)thiophene-2-carbaldehyde or its 5-iodo analogue, respectively. These products underwent ring closure upon irradiation with UV light (254 nm) to form the corresponding 4 H -thieno[3,2- c ]chromene-2-carbaldehydes in high yield. The formation of intermediate radical species was detected by EPR spectroscopy. Comparative analysis of ring-closure methods showed that photochemical cyclization of 5-iodo-4-(aryloxymethyl)thiophene-2-carbaldehyde is superior to Pd-catalyzed intramolecular arylation. A series of substituted 4 H -thieno[3,2- c ]chromene-2-carbaldehydes were synthesized by the photochemical cyclization of the corresponding precursors, and the photophysical properties of the products were studied. The 4 H -thieno[3,2- c ]chromene-2-carbaldehydes can be used as covert marking pigments.
Synthesis of 4h-thieno[3,2-c]chromenes by intramolecular arylation of 4-aryloxy-methyl-5-iodothiophene-2-carbaldehydes
Fisyuk,Bogza, Yu. P.,Belyaeva,Belyaev
, p. 1078 - 1084 (2013/03/13)
The iodination of 4-chloromethylthiophene-2-carbaldehyde by N-iodosuccinimide under solvent-free conditions gives 4-chloromethyl-5- iodothiophene-2-carbaldehyde, which is used to obtain 4-aryloxy-methyl-5- iodothiophene-2-carbaldehydes. The palladium-cata
