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Synthesis 2024; 56(10): 1563-1575
DOI: 10.1055/a-2282-7450
DOI: 10.1055/a-2282-7450
paper
C–H Bond Functionalization of Heterocycles
Synthesis of Heteroaromatic-Fused Cyclic β-Amino Acids by Rhodium-Catalyzed Electrophilic Amination
This work was supported by the Japan Society for the Promotion of Science [JSPS, KAKENHI Grant Numbers JP20K06957 and JP22H05383 (Digi-TOS)]. H.N. thanks the Takeda Science Foundation, the Takahashi Industrial and Economic Research Foundation, and the Suzuken Memorial Foundation for their financial support.
Abstract
A series of cyclic β-amino acids fused with heteroaromatic moieties was prepared by Rh-catalyzed electrophilic amination. The transformation involves a rhodium alkyl nitrene generated from substituted isoxazolidin-5-ones upon the N–O bond cleavage. These products contain an underexplored class of cyclic structures that may have specific applications in various chemistry disciplines.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2282-7450.
- Supporting Information
Publication History
Received: 29 January 2024
Accepted after revision: 06 March 2024
Accepted Manuscript online:
06 March 2024
Article published online:
03 April 2024
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For reviews on the heterocycle, see:
For reviews on nitrene, see: