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Updated: Jun 7, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Photoinduced Ag-Mediated Azaspirocyclic Approach Involves Cyclization and Dearomatization
Ming Li1, Dong-Yu Miao1, Fan Gao1
1Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P. R. China.
Abstract:
A visible-light-promoted protocol for azaspirocyclic synthesis from N-benzylacrylamides and alkyl chlorooxoacetates has been established. This cascade reaction proceeds through sequential free radical addition, cyclization, and dearomatization, enabling the convenient construction of key azaspirocyclic derivatives and the introduction of valuable ester groups in a single step. In addition, this transformation demonstrates broad substrate compatibility and high tolerance toward different functional groups, showcasing remarkable efficiency in functional group insertion and bond formation.
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