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Synthesis of Highly Substituted Pyridazines through Alkynyl Boronic Ester Cycloaddition Reactions
Author(s) -
Helm Matthew D.,
Moore Jane E.,
Plant Andrew,
Harrity Joseph P. A.
Publication year - 2005
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.200500288
Subject(s) - cycloaddition , pyridazine , regioselectivity , chemistry , combinatorial chemistry , suzuki reaction , coupling reaction , organic chemistry , catalysis , palladium
A highly regioselective transformation of tetrazines through a cycloaddition reaction with alkynyl boronic esters provides highly substituted pyridazine boronic esters as intermediates for CO and CC bond‐forming reactions (see scheme). Functionalization reactions of the CB bond, such as oxidation and the Suzuki cross‐coupling, show the versatility of these species.