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Synthesis of pinacol esters of 1‐alkyl‐1 H ‐pyrazol‐5‐yl‐ and 1‐alkyl‐1 H ‐pyrazol‐4‐ylboronic acids
Author(s) -
Ivachtchenko Alexandre V.,
Kravchenko Dmitry V.,
Zheludeva Valentina I.,
Pershin Dmitry G.
Publication year - 2004
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570410612
Subject(s) - chemistry , alkyl , regioselectivity , pinacol , reagent , ring (chemistry) , pyrazole , medicinal chemistry , organic chemistry , catalysis
Starting from 1 H ‐pyrazol, a wide number of 1‐alkyl‐1 H ‐pyrazol‐4‐yl and 1‐alkyl‐1 H ‐pyrazol‐5‐ylboronic acids and their pinacol esters were synthesized and characterized. The key step in the described methodology is the regioselective lithiation of the pyrazole ring. The synthesized pinacolates are stable under prolonged storage and can be used as convenient reagents in organic synthesis.