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Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides.

ABSTRACT: For the first time, by using H₃PO₃/I₂ system, various benzyl chlorides, bromides and iodides were dehalogenated successfully. In the presence of H₃PO₃, benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes in good yields. These transformations feature green, cheap reducing reagents and metal-free conditions. A possible mechanism was proposed.

SUBMITTER: Xiao J

PROVIDER: S-EPMC9066657 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature

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Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides.

Xiao Jing J Ma Yonghao Y Wu Xiaofang X Gao Jing J Tang Zilong Z Han Li-Biao LB

RSC advances 20190718 39

For the first time, by using H3PO3/I2 system, various benzyl chlorides, bromides and iodides were dehalogenated successfully. In the presence of H3PO3, benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes in good yields. These transformations feature green, cheap reducing reagents and metal-free conditions. A possible mechanism was proposed. ...[more]

PMID: 35519457

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