Journal
ORGANIC LETTERS
Volume 24, Issue 17, Pages 3189-3193Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00968
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Funding
- China Postdoctoral Science Foundation [2019M653530]
- SNNU
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In this study, the Rhodium(III)-catalyzed C-H activation-based arylation of sterically hindered (hetero)arenes was achieved using diazo compounds and triazoles as arylating reagents, enabling the atroposelective synthesis of two classes of biaryls under mild conditions.
Rhodium(III)-catalyzed C-H activation-based arylation of sterically hindered (hetero)arenes has been realized usingdiazo compounds and triazoles as arylating reagents for atroposelective synthesis of two classes of biaryls. The coupling of 3-substituted indoles andN-sulfonyltriazoles afforded indoles with a C(2)-C chiral axis, while the arylation of 1-naphthylthioetherwithortho-quinone diazide afforded chiral binaphthyls. These coupling systems proceeded under mild conditions via C-H activationand carbene insertion despite the steric hindrance of both the arenes and the carbene precursors
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