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A Sydnone Cycloaddition Route to Pyrazole Boronic Esters
Author(s) -
Browne Duncan L.,
Helm Matthew D.,
Plant Andrew,
Harrity Joseph P. A.
Publication year - 2007
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.200703767
Subject(s) - regioselectivity , cycloaddition , sydnone , pyrazole , chemistry , 1,3 dipolar cycloaddition , suzuki reaction , combinatorial chemistry , surface modification , organic chemistry , palladium , catalysis , ring (chemistry)
From dipole to diazole! A direct and regioselective route to functionalized pyrazole boronic esters is developed that employs the cycloaddition of alkynylboronates with sydnones. Functionalization of these products by Suzuki coupling and N‐deprotection processes highlight the potential synthetic utility of these species.