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Preparation of Dihydroborole Derivatives by a Simple 1,1-Carboboration Route

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posted on 26.03.2012, 00:00 authored by Andreas Feldmann, Azusa Iida, Roland Fröhlich, Shigehiro Yamaguchi, Gerald Kehr, Gerhard Erker
2,3-Dihydroboroles are readily formed by treatment of dicyclopropylacetylene with the strongly electrophilic borane B­(C6F5)3. The reaction involves a sequence of 1,1-carboboration reactions and proceeds via dienylborane intermediates. Consistent with this, the reaction of the conjugated enyne 15c with B­(C6F5)3 leads to the formation of a dihydroborole.