期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 15, 期 23, 页码 5016-5024出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob00980a
关键词
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资金
- NSFC [21202058]
- Jiangsu Province [BK20161307]
- Education Department of Jiangsu Province [13KJA150001]
- JSKLCLDM [JSKC15140]
- HYNU
Indolizine is an important heterocyclic compound with several interesting properties that make it suitable for numerous applications in many fields, such as biology, medicine and materials. However, the synthesis of 3-alkyl indolizines from bulky primary halogenated alkanes has not yet been reported. Herein, a transition-metal-free synthetic route to 3-aryl and 3-alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons has been reported for the first time using a tandem reaction. The key step of this method is the oxidative dehydrogenative aromatization of a tetrahydroindolizine intermediate with 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) as the oxidant. The advantages of this protocol are its use of easily available and low-cost starting materials, the transition-metal-free conditions and its ready scalability.
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