Rh(III)-Catalyzed Synthesis of 2-Nitro-2H-azirines via sp3 C–H Activation

Xiaojun Huang; Yun Ge; Yang Qian; Zhengyu Zhang

doi:10.1055/a-1804-7546

Synlett, Table of Contents

Synlett 2022; 33(10): 969-972
DOI: 10.1055/a-1804-7546

letter

Rh(III)-Catalyzed Synthesis of 2-Nitro-2H-azirines via sp³ C–H Activation

Xiaojun Huang

^aCollege of Materials Science and Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China

,

Yun Ge

^bInstitute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China

,

Yang Qian

^cCollege of Food Science and Light Industry, Nanjing Tech University, Nanjing 211816, P. R. of China

,

Zhengyu Zhang ∗

^cCollege of Food Science and Light Industry, Nanjing Tech University, Nanjing 211816, P. R. of China

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Abstract

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Abstract

An expedient Rh(III)-catalytic method has been described to synthesis of 2-nitro-2H-azirine derivatives from easily accessible β-nitrooxime ethers via sp³ C–H activation process. This protocol features of low catalyst loading, very mild reaction conditions, and tolerating a diverse of functionalities in good yields. A possible reaction pathway is proposed involving [RhCp*Cl₂]₂-catalyzed sp³ C–H bond activation and pivalic acid elimination steps.

Key words

Rh(III) - 2-nitro-2H-azirine - derivatives - β-nitrooxime - sp³ C–H

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References

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