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

Kai Chen; Shuai Zhang; Pei He; Pengfei Li

doi:10.1039/c5sc04521e

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

Kai Chen
, Shuai Zhang
, Pei He
, Pengfei Li

Xi'an Jiaotong University

Research output: Contribution to journal › Article › peer-review

155 Scopus citations

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.

Original language	English
Pages (from-to)	3676-3680
Number of pages	5
Journal	Chemical Science
Volume	7
Issue number	6
DOIs	https://doi.org/10.1039/c5sc04521e
State	Published - 2016

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10.1039/c5sc04521e

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title = "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.",

author = "Kai Chen and Shuai Zhang and Pei He and Pengfei Li",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2016.",

year = "2016",

doi = "10.1039/c5sc04521e",

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T1 - Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions

AU - Chen, Kai

AU - Zhang, Shuai

AU - He, Pei

AU - Li, Pengfei

N1 - Publisher Copyright: © The Royal Society of Chemistry 2016.

PY - 2016

Y1 - 2016

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84971291373

U2 - 10.1039/c5sc04521e

DO - 10.1039/c5sc04521e

M3 - 文章

AN - SCOPUS:84971291373

SN - 2041-6520

VL - 7

SP - 3676

EP - 3680

JO - Chemical Science

JF - Chemical Science

IS - 6

ER -

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

Abstract

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