Communication
ChemComm
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further O-arylated with arylboronic acid via a Chan–Lam
coupling reaction to generate 15 in 77% yield and 99% ee20
(Scheme 2g).
In conclusion, a TM-free cascade protocol from readily
available arylhydroxylamines and diaryliodonium salts for the
straightforward construction of structurally diverse non-C2
symmetrical NOBIN-type biaryls, was developed. A NHC-
catalyzed kinetic resolution was also successfully achieved for
the preparation of enantiopure NOBIN analogs under mild
conditions. This transformation is scalable and the resulting
biaryls can be further transformed into brand new heterocycles
and atropoisometric biaryl compounds. Further investigation
of the utility of the chiral biaryls in asymmetric catalysis is
currently underway in our laboratory.
We thank Shandong University, the National Natural
Science Foundation of China (21702122), the Natural Science
Foundation of Shandong Province (ZR2017MB002) and the
Key Research and Development Plan of Shandong Province
(2019GSF108056) for financial support. We are grateful to Prof.
Di Sun at Shandong University for the X-ray crystallographic
analysis of compounds 7h and (R)-7o.
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Conflicts of interest
There are no conflicts to declare.
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