Issue 57, 2024

Electrochemical synthesis of phosphorylated azaspiro[4.5]di/trienones through dearomative spirocyclization

Abstract

Cp2Fe-mediated electrochemical synthesis of a diverse array of phosphorylated azaspiro[4.5]di/trienones has been developed, which demonstrated broad substrate scope and good diastereoselectivity. It represents the first example of electrochemical synthesis of phosphorylated azaspiro[4.5]di/trienones, circumventing the need for external oxidants and high temperatures. Moreover, a plausible mechanism including radical-initiated dearomative cyclization driven by ferrocenium cations has been provided, which was supported by the related mechanistic study.

Graphical abstract: Electrochemical synthesis of phosphorylated azaspiro[4.5]di/trienones through dearomative spirocyclization

Supplementary files

Article information

Article type
Communication
Submitted
31 May 2024
Accepted
18 Jun 2024
First published
19 Jun 2024

Chem. Commun., 2024,60, 7351-7354

Electrochemical synthesis of phosphorylated azaspiro[4.5]di/trienones through dearomative spirocyclization

X. Zhou, J. Wang, D. Ma, Y. Shen, Y. Zhao and J. Wu, Chem. Commun., 2024, 60, 7351 DOI: 10.1039/D4CC02638A

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