71532-23-5Relevant articles and documents
Photoredox-Catalyzed Synthesis of Remote Fluoroalkylated Azaarene Derivatives and the α-Deuterated Analogues via 1, n-Hydrogen-Atom-Transfer-Involving Radical Reactions
Chen, Xiaowei,Wei, Wenhui,Li, Chunyang,Zhou, Hongwei,Qiao, Baokun,Jiang, Zhiyong
supporting information, p. 8744 - 8749 (2021/11/20)
A modular strategy to access the remote fluoroalkylated azaarene derivatives and the α-deuterated analogues, which are the isosteres of many pharmaceutically important compounds, is reported. Transformations under the sustainable photoredox catalysis platform could efficiently experience cascade radical addition, 1,n-hydrogen atom transfer (HAT), and single-electron reduction to offer the crucial anions α to azaarenes. Through reacting with H2O or the inexpensive D2O, two series of valuable products were obtained in high yields with substantial deuterium incorporation. The work demonstrates that the HAT of the α-sp3 C-H of the electron-withdrawing azaarenes with alkyl radicals is viable.
Fe-Catalyzed Reductive Couplings of Terminal (Hetero)Aryl Alkenes and Alkyl Halides under Aqueous Micellar Conditions
Pang, Haobo,Wang, Ye,Gallou, Fabrice,Lipshutz, Bruce H.
supporting information, p. 17117 - 17124 (2019/11/03)
The combination of a vinyl-substituted aromatic or heteroaromatic and an alkyl bromide or iodide leads, in the presence of Zn and a catalytic amount of an Fe(II) salt, to a net reductive coupling. The new C-C bond is regiospecifically formed at rt at the β-site of the alkene. The coupling only occurs in an aqueous micellar medium, where a radical process is likely, supported by several control experiments. A mechanism based on these data is proposed.
IPSO-SUBSTITUTION REACTIONS OF 2- AND 4-SULFONYLPYRIDINES WITH GRIGNARD REAGENTS
Furukawa, Naomichi,Tsuruoka, Masayuki,Fujihara, Hisashi
, p. 3337 - 3340 (2007/10/02)
The reactions of 2-sulfonylpyridines with Grignard reagents proceeded via an ionic path to give only the corresponding ipso-substitution products, while 4-sulfonylpyridines afforded mainly a mixture of both the substitution and coupling products on treatment with Grignard reagents.