Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes

• Hao Wang,
• Cui Chen,
• Weibing Liu and
• Zhibo Zhu

Beilstein J. Org. Chem. 2017, 13, 2023–2027, doi:10.3762/bjoc.13.200

• applications and allow further chemical modifications, enabling the preparation of synthetically valuable molecules. Keywords: difunctionalization of alkenesiodine; iodination–peroxidation reaction; TBHP; Introduction Alkenes have attracted considerable interest in recent years as abundant, simple chemical

• methods to construct peroxides are still highly desirable and valuable, and highly regioselective and efficient syntheses of peroxides with structural control are still difficult to achieve. Herein, we report a metal-free iodination–peroxidation reaction for the direct vicinal difunctionalization of

• of this iodination–peroxidation reaction appeared to be unaffected by the position of the same substituent on the phenyl ring. For example, all pairs of 1-methyl-4-vinylbenzene and 1,4-dimethyl-2-vinylbenzene, 1-chloro-4-vinylbenzene and 1-chloro-3-vinylbenzene, 1-fluoro-4-vinylbenzene and 1-fluoro-3