Direct Carbon–Carbon σ Bond Amination
of Unstrained Arylalkylketones
Posted on 2020-07-17 - 13:35
Described herein
is the development of an unprecedented approach
to direct amination of unstrained aryl-ketone Csp2–Csp2 sigma bonds with sulfonylazides via Rh(III)-catalyzed Csp2–Csp2 cleavage. This methodology provides
an efficient strategy for acyl groups/amino groups switch at the C2-position
of indoles in a straightforward fashion. The combination of experimental
and computational studies indicates that beta-aryl elimination derived
from enole-based cyclorhodiumates is a key step, while the formation
of rhodum nitrene is the rate-limiting process.
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Hu, Xinwei; Shao, Youxiang; Xie, Haisheng; Chen, Xin; Chen, Fengjuan; Ke, Zhuofeng; et al. (2020). Direct Carbon–Carbon σ Bond Amination
of Unstrained Arylalkylketones. ACS Publications. Collection. https://doi.org/10.1021/acscatal.0c02683
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AUTHORS (8)
XH
Xinwei Hu
YS
Youxiang Shao
HX
Haisheng Xie
XC
Xin Chen
FC
Fengjuan Chen
ZK
Zhuofeng Ke
HJ
Huanfeng Jiang
WZ
Wei Zeng