Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 23, Pages 16391-16399Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01905
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This study presents a new catalyst for the reaction of HBPin with nitro compounds, resulting in high yields of N-borylamines. The derivatives of N-borylamines were also obtained through a sequential one-pot method. Moreover, kinetic studies of the reaction were conducted.
The first example of the reduction of a nitro compound with HBPin catalyzed by tetra-(diisopropylamido) rare-earth metal-lithium bimetallic complexes LiRE-((NPr2)-Pr-i)(4)(THF) (RE = La, Nd, Sm, Gd, and Y) was disclosed. A series of aromatic nitro compounds were reduced to N-borylamines in high yields (up to 99%). The derivatives of N-borylamines-amides and carbamates-were obtained in a sequential one-pot manner. Furthermore, kinetic studies of the deoxygenative hydroboration of nitro compounds were carried out.
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