28531-55-7Relevant academic research and scientific papers
Iodide reagent controlled reaction pathway of iodoperoxidation of alkenes: A high regioselectivity synthesis of α- And β-iodoperoxidates under solvent-free conditions
Gao, Xiaofang,Yang, Hongling,Cheng, Chen,Jia, Qi,Gao, Fang,Chen, Hongxiang,Cai, Qun,Wang, Chuangjian
, p. 2225 - 2230 (2018)
A highly atom economical, efficient and environmentally friendly iodoperoxidation of alkenes with tert-butyl hydroperoxide (TBHP) and iodide/iodine is reported in this paper. This method afforded a convenient path to obtain two different configurations of iodoperoxidates from the same starting materials. Notably, the regiodivergent iodoperoxidation reaction was achieved by using different iodide reagents. A series of control experiments were performed, which suggested the involvement of a radical pathway for the anti-Markovnikov type iodoperoxidates (α) in the combination of ammonium iodide (NH4I)/TBHP, and an active cationic iodine pathway for the Markovnikov type adduct (β) with iodine (I2) and TBHP.
Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes
Wang, Hao,Chen, Cui,Liu, Weibing,Zhu, Zhibo
supporting information, p. 2023 - 2027 (2017/10/16)
We developed a direct vicinal difunctionalization of alkenes with iodine and TBHP at room temperature. This iodination and peroxidation in a one-pot synthesis produces 1-(tert-butylperoxy)-2-iodoethanes, which are inaccessible through conventional synthetic methods. This method generates multiple radical intermediates in situ and has excellent regioselectivity, a broad substrate scope and mild conditions. The iodine and peroxide groups of 1-(tert-butylperoxy)-2-iodoethanes have several potential applications and allow further chemical modifications, enabling the preparation of synthetically valuable molecules.
Alkylated Perepoxides: Peroxonium vs. Phenonium Intermediates from β-Haloalkyl tert-Butyl Peroxides and Silver Trifluoroacetate
Bloodworth, A. J.,Bowyer, Kevin J.,Mitchell, John C.
, p. 1790 - 1793 (2007/10/02)
To see if the generation of cyclic peroxonium ions by intramolecular alkylation of dialkyl peroxides could be extended to 3- or 4-membered ring systems, seven β-iodoalkyl tert-butyl peroxides were treated with silver trifluoroacetate in refluxing dichloro
