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A Nickel‐Catalyzed Benzannulation Approach to Aromatic Boronic Esters
Author(s) -
Auvinet AnneLaure,
Harrity Joseph P. A.
Publication year - 2011
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.201007598
Subject(s) - transmetalation , chemistry , catalysis , nickel , cycloaddition , combinatorial chemistry , organic chemistry
Off and on : A nickel‐catalyzed benzannulation of alkynylboronates provides functionalized phenols with high levels of chemo‐ and regioselectively. While transmetalation of organoboron intermediate to organonickel does not occur during cycloaddition, it is “switched on” by addition of base, thus allowing a one‐pot benzannulation and cross‐coupling to be realized (see scheme; Pin=pinacolato, Ms=mesyl).