Palladium-catalyzed interannular meta-C–H arylation
- Creators
- Ling, Peng-Xiang
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Chen, Kai
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Shi, Bing-Feng
Abstract
The interannular meta-selective C–H arylation of biaryl-2-trifluoroacetamides using Pd(II)/norbornene catalysis is reported. The installation of a trifluoroacetyl protecting group to tune their electronic properties and binding ability is essential for interannular selectivity. A dimeric palladacycle, comprising two cyclopalladated trifluoroacetamino biaryl units linked through trifluoroacetamide, was isolated and confirmed to be the key intermediate. Furthermore, the resulting products could be further elaborated via ipso-alkynylation and/or directed intraannular ortho-C–H functionalization, allowing access to various fully functionalized biaryl-2-amine derivatives.
Additional Information
© 2017 The Royal Society of Chemistry. Received 06 Jan 2017, Accepted 20 Jan 2017, First published online 23 Jan 2017. Financial support from the NSFC (21422206 and 21572201), the National Basic Research Program of China (2015CB856600), and Zhejiang Provincial NSFC (LR17B020001) is gratefully acknowledged.Attached Files
Supplemental Material - c7cc00110j1_si.pdf
Supplemental Material - c7cc00110j2.cif
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Additional details
- Eprint ID
- 73913
- Resolver ID
- CaltechAUTHORS:20170201-090431135
- 21422206
- Natural Science Foundation of China
- 21572201
- Natural Science Foundation of China
- 2015CB856600
- National Basic Research Program of China
- LR17B020001
- Zhejiang Provincial Natural Science Foundation of China
- Created
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2017-02-01Created from EPrint's datestamp field
- Updated
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2021-11-11Created from EPrint's last_modified field