Zinc‐Catalyzed Dual C–X and C–H Borylation of Aryl Halides | Zendy

Bose Shubhankar Kumar | Zendy; Deißenberger Andrea | Zendy; Eichhorn Antonius | Zendy; Steel Patrick G. | Zendy; Lin Zhenyang | Zendy; Marder Todd B. | Zendy

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Zinc‐Catalyzed Dual C–X and C–H Borylation of Aryl Halides

Author(s) -

Bose Shubhankar Kumar,

Deißenberger Andrea,

Eichhorn Antonius,

Steel Patrick G.,

Lin Zhenyang,

Marder Todd B.

Publication year - 2015

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201505603

Subject(s) - borylation , halide , aryl , aryne , catalysis , chemistry , zinc , medicinal chemistry , group (periodic table) , photochemistry , combinatorial chemistry , organic chemistry , alkyl

A zinc‐catalyzed combined CX and CH borylation of aryl halides using B 2 pin 2 (pin=OCMe 2 CMe 2 O) to produce the corresponding 1,2‐diborylarenes under mild conditions was developed. Catalytic CH bond activation occurs ortho to the halide groups if such a site is available or meta to the halide if the ortho position is already substituted. This method thus represents a novel use of a group XII catalyst for CH borylation. This transformation does not proceed via a free aryne intermediate, but a radical process seems to be involved.

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