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Chemical Science
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Journal Name
ARTICLE
Electrochemically promoted intermolecular DcoOuI:p1l0in.1g0s3Vw9ie/iCwth9ASrvtCiicn0ley2Ol8na3l5ninHde
alkynyltrifluoroborates: P. Xiong, H. Long, J. Song, Y. Wang, J. F. Li, H.
C. Xu, J. Am. Chem. Soc. 2018, 140, 16387.
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Conclusions
The copper-catalyzed addition of alkyltrifluoroborates to
heteroatom-tethered vinyl arenes under oxidative conditions
has been demonstrated to be a general route to saturated
oxygen and nitrogen heterocycles. The possibility of asymmetric
catalysis has been demonstrated. The observed reactivity is
largely consistent with alkyl radical addition to the vinyl arene
and [Cu(III)]-facilitated C-O and C-N bond formation. A good
range of alkyltrifluoroborates serve as alkyl radical source;
these reagents are complementary to radical precursors that
generally involve generation of more stabilized radicals.
18. G. A. Molander, V. Colombel, V. A. Braz, Org. Lett. 2011, 13, 1852.
Conflicts of interest
There are no conflicts to declare.
Acknowledgements
We thank the National Institutes of Health (GM078383) and the
Arthur C. Cope Fund for support of this research.
Notes and references
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