Journal
ORGANOMETALLICS
Volume 40, Issue 9, Pages 1201-1206Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.1c00120
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Funding
- National Natural Science Foundation of China [21971130, 21572205]
- Zhejiang Provincial Natural Science Foundation of China [LY19B040002]
- Ningbo Science and Technology Bureau [2019B10096]
- K. C. Wong Magna Fund in Ningbo University
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The deoxygenative reduction of amides using pinacolborane (HBpin) in the presence of a catalytic amount of Ca[N(SiMe3)(2)](2)(THF)(2) is an efficient method to access amines, with good tolerance to functional groups and heteroatoms. The proposed reaction mechanism provides insight into this transformation.
Deoxygenative reduction of amides is a challenging but favorable synthetic method of accessing amines. In the presence of a catalytic amount of Ca[N(SiMe3)(2)](2)(THF)(2), pinacolborane (HBpin) could efficiently reduce a broad scope of amides, primary amides in particular, into corresponding amines. Functional groups and heteroatoms showed good tolerance in this process of transformation, and a plausible reaction mechanism was proposed.
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