期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 33, 页码 9690-9694出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201603329
关键词
alkylation; boron; heterocycles; transition-metal-free synthesis; regioselectivity
资金
- Basic Science Research Program through the National Research Foundation of Korea (NRF)
- Ministry of Science, ICT & Future Planning [NRF-2015R1C1A1A02036326]
- National Research Foundation of Korea [10Z20130000001] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
Reported herein is an unprecedented base-promoted deborylative alkylation of pyridine N-oxides using 1,1-diborylalkanes as alkyl sources. The reaction proceeds efficiently for a wide range of pyridine N-oxides and 1,1-diborylalkanes with excellent regioselectivity. The utility of the developed method is demonstrated by the sequential C-H arylation and methylation of pyridine N-oxides. The reaction also can be applied for the direct introduction of a methyl group to 9-O-methylquinine N-oxide, thus it can serve as a powerful method for late-stage functionalization.
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