☆ 4.8 Article

O-Benzoylhydroxylamines as Alkyl Nitrene Precursors: Synthesis of Saturated N-Heterocycles from Primary Amines

ORGANIC LETTERS (2020)

期刊

ORGANIC LETTERS

卷 22, 期 22, 页码 8769-8773

出版社

AMER CHEMICAL SOC

DOI: 10.1021/acs.orglett.0c02842

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Chemistry, Organic

资金

JSPS KAKENHI [18K14878, 20K06957]
Research Foundation for Pharmaceutical Sciences
Uehara Memorial Foundation
Grants-in-Aid for Scientific Research [18K14878, 20K06957] Funding Source: KAKEN

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摘要

We introduce O-benzoylhydroxylamines as competent alkyl nitrene precursors. The combination of readily available, stable substrates and a proficient rhodium catalyst provides a straightforward means for the construction of various pyrrolidine rings from the corresponding primary amines. Preliminary mechanistic investigation suggests that the structure of the nitrene precursor plays a role in determining the nature of the resulting reactive intermediate.

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