85677-00-5Relevant articles and documents
Time-economical synthesis of selenofunctionalized heterocycles via I2O5-mediated selenylative heterocyclization
Zhou, Chen-Fan,Zhang, Yun-Qian,Ling, Yong,Ming, Liang,Xi, Xia,Liu, Gong-Qing,Zhang, Yanan
supporting information, p. 420 - 426 (2022/01/20)
A time-economical and robust synthesis of various selenofunctionalized heterocycles was accomplished via I2O5-mediated selenocyclizations of olefins with diselenides. Using this method, 116 selenomethyl-substituted heterocycles were
Preparation of selenofunctionalized heterocycles via iodosobenzene-mediated intramolecular selenocyclizations of olefins with diselenides
Wang, Peng-Fei,Yi, Wei,Ling, Yong,Ming, Liang,Liu, Gong-Qing,Zhao, Yu
, p. 2587 - 2591 (2021/03/15)
An intramolecular selenocyclizations of olefins mediated by a commercially available hypervalent iodine(III) reagent, PhIO, was developed. This method provided access to a wide range of selenenylated heterocycles under ambient conditions. The striking advantages of this protocol over all previous methods include mild reaction conditions, easy operation, good yields, high levels of functional group compatibility, large–scale application and suitability for the late-stage functionalization of complex molecules of biological importance.
Multistep Synthesis of Organic Selenides under Visible Light Irradiation: A Continuous-Flow Approach
Heredia, Adrián A.,Soria-Castro, Silvia M.,Castro-Godoy, Willber D.,Lemir, Ignacio D.,López-Vidal, Martín,Bisogno, Fabricio R.,Argüello, Juan E.,Oksdath-Mansilla, Gabriela
, p. 540 - 545 (2020/03/26)
The potential application of multistep continuous-flow systems has had a great impact on the syntheses of active pharmaceutical ingredients, natural products, and commodity chemicals. In this report, the highly efficient combination of a chemical reduction and a photochemical Csp2-H activation reaction for selenylation of biologically relevant electron-rich arenes was achieved by means of a continuous-flow process. First, the reduction of alkyl and aryl selenocyanates by Rongalite was achieved giving the corresponding diselenides; second, the photoactivation of the Se-Se bond resulted in the selenylation of electron-rich arenes, both steps from good to excellent yields. In all cases, the reaction time was shortened, and isolated yields were improved when compared to batch reaction conditions. Furthermore, connecting both reactions in a multistep continuous-flow sequence was possible even when reductive and photooxidative transformations were coupled.
