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

被引:148
作者
Chen, Kai [1 ]
Zhang, Shuai [1 ]
He, Pei [1 ]
Li, Pengfei [1 ]
机构
[1] Xi An Jiao Tong Univ, FIST, Ctr Organ Chem, 99 Yanxiang Rd, Xian 710054, Shaanxi, Peoples R China
关键词
C-H BORYLATION; CROSS-COUPLING REACTIONS; ALKOXY DIBORON REAGENTS; CATALYZED BORYLATION; ROOM-TEMPERATURE; BOND FUNCTIONALIZATION; PHOTOREDOX CATALYSIS; ELECTRONIC-STRUCTURE; SELECTIVE REACTIONS; BORONIC ACID;
D O I
10.1039/c5sc04521e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:3676 / 3680
页数:5
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