Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 2, Pages 715-722Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02410
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Funding
- Dalian Institute of Chemical Physics, Chinese Academy of Sciences
- NSFC [21472186, 21272231]
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Formal regiodivergent C-H alkynylation of 2-pyridones bearing different N-substituents has been realized under Au(I) and Rh(III) catalysis using a hypervalent iodine alkyne reagent. When catalyzed by Au(I), the alkynylation occurred at the most electron-rich 5-position via an electrophilic alkynylation pathway. The selectivity was switched to the 6-position under assistance of an N-chelation group when a Rh(III) catalyst was employed. A rhodacylic complex has been isolated as a key intermediate.
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