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A Mild and Regiospecific Synthesis of Pyrazoleboranes
Author(s) -
Brown Andrew W.,
ComasBarceló Júlia,
Harrity Joseph P. A.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701019
Subject(s) - regioselectivity , cycloaddition , reactivity (psychology) , surface modification , combinatorial chemistry , chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
Alkynylboranes show unprecedented reactivity in their [4+2] cycloaddition of sydnones offering access to fully substituted pyrazoles within a few hours at room temperature. This method delivers synthetically valuable pyrazoleboranes with complete control of regioselectivity, and these intermediates can be further elaborated through functionalization of the C−B bond.