期刊
CHEMICAL SCIENCE
卷 11, 期 3, 页码 742-747出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc05627k
关键词
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资金
- National Key Research and Development Plan [2017YFA0505200]
- National Natural Science Foundation of China [21772110, 21822304]
The first inverse hydroboration of pyridine with a diboron(4) compound and a proton source has been realized under simple basic and catalyst-free conditions. This process consists of a formal boryl anion addition to pyridine, which produces an N-boryl pyridyl anion complex, and the subsequent protonation of the anion complex. This process enables a simple and efficient method for the synthesis of multi-substituted N-H 1,4-dihydropyridine (1,4-DHP) derivatives that are difficult to prepare using established methods. Furthermore, this method allows for facile preparation of 4-deuterated 1,4-DHPs from an easily accessible deuterium ion source. This inverse hydroboration reaction represents a new mode for pyridine functionalization.
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