Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 21, Pages 15151-15158Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01642
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In this study, a regioselective hydroborylation of ketene dithioacetals with NHC-borane was achieved under mild conditions via a visible-light-promoted radical chain process. This method features good functional group tolerance, a relatively broad substrate scope, and good yields.
NHC-boranes have been treated as a reliable source of boryl radicals. In this study, regioselective hydroborylation of ketene dithioacetals with NHC-borane was achieved under mild conditions via a visible-light-promoted radical chain process using thiophenol as a proton donor and hydrogen atom transfer. This protocol features a low-cost catalyst, good functional group tolerance, a relatively broad range of substrate scope, and good to excellent yields. Moreover, mechanism of this hydroborylation reaction was preliminarily studied.
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