Journal
ORGANIC LETTERS
Volume 21, Issue 8, Pages 2927-2931Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00985
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Funding
- National Natural Science Foundation of China [21871100]
- Fundamental Research Funds for the Central Universities [2017KFYXJJ166]
- Huazhong University of Science and Technology (HUST)
- Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica [BCMM201805]
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A novel method for site-selective C-H functionalization of ethyl acetate mediated by pyridine boryl radicals is presented, delivering a variety of 4-phenylbut-3-yn-2-yl acetate derivatives under mild conditions. A distinguishing feature of this reaction is that the pyridine-ligated boryl radicals can abstract the inactive a-hydrogen of the alkoxyl group instead of the a-hydrogen of carbonyl groups described in a previous report using amine-ligated boryl radicals. Significantly, substrates with halogen atoms are compatible under the reaction conditions.
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