Manganese‐Mediated Electrooxidative Ring‐Opening Azidation of Cyclobutanol Derivatives with TMSN3

Author:

Gao Wen‐Chao1ORCID,Yang Jie1,Teng Yong1,Li Wen‐Dian2ORCID,Li Wen‐Guang1,Li Ting1ORCID

Affiliation:

1. Engineering Technology Research Centre of Henan Province for Photo- and Electrochemical Catalysis College of Chemistry and Pharmaceutical Engineering Nanyang Normal University Nanyang 473061 Henan People's Republic of China

2. Research and Development Centre China Tobacco Sichuan Industrial Co., Ltd. Chengdu 610066 Sichuan People's Republic of China

Abstract

AbstractA Mn‐electrocatalytic ring‐opening azidation of tert‐cyclobutanols has been developed. The regioselective method is applicable for the azidation of a diverse array of cyclobutanols to provide practical γ‐azido ketones in 23–91% yields under chemical oxidants‐free reaction conditions. Detailed mechanistic studies suggest the process of Mn‐mediated alkoxy radical generation followed by β‐scission to form carbon‐centered radical species is possibly involved in this transformation.

Funder

National Natural Science Foundation of China

Nanyang Normal University

Publisher

Wiley

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