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Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions.

ABSTRACT: A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.

SUBMITTER: Chen K

PROVIDER: S-EPMC6008923 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature

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Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions.

Chen Kai K Zhang Shuai S He Pei P Li Pengfei P

Chemical science 20160201 6

A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate. ...[more]

PMID: 30008997

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